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Substituted Imidazo[1,2 A]Pyridine Compounds Useful For The Treatment Of Pain

Abstract: The present application relates to a series of substituted imidazo[l 2 a]pyridine compounds of formula (I) pharmaceutically acceptable salts pharmaceutically acceptable solvates or stereoisomers thereof their use as tropomyosin receptor kinase (Trk) family protein kinase inhibitors method of making and pharmaceutical compositions comprising such compounds.

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Patent Information

Application #
Filing Date
14 December 2016
Publication Number
18/2017
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application
Patent Number
Legal Status
Grant Date
2019-04-30
Renewal Date

Applicants

DR. REDDYS LABORATORIES LTD.
8-2-337, Road No. 3, Banjara Hills, Telangana, Hyderabad-500 034.

Inventors

1. SASMAL Pradip Kumar
Hill County, Nainital-5G, Nizampet Road, Telengana, Hyderabad 500072.
2. AHMED Shahadat
House No. Q1002, Purva Fountain Square, Marathahalli, Karnataka, Bangalore-560037.
3. TEHIM Ashok
246 N. Walnut St. Ridgewood, NJ 07450
4. PARADKAR Vidyadhar
3 Pine Ridge Drive, Branchburg, NJ 08876

Specification

What is claimed is
1. A compound having the formula (I),

or pharmaceutically acceptable salts thereof, or pharmaceutically acceptable
solvates thereof or stereoisomers thereof,
wherein,
R1 is -Xa-Ra;
R2 is -Xb-Rb;
Xa is a 3-7 membered heterocyclyl selected from aziridinyl, azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, azepanyl, thiomorpholinyl, 1,1-dioxo-thiomorphonyl and morpholinyl, any of which is optionally substituted with 1-3 times with R3;
R3, in each occurrence is selected independently from halogen, hydroxy, -(C1-C6)alkyl, -(C1-C6)alkoxy and halo(C1-C6)alkoxy;
Ra is a phenyl ring optionally substituted 1-3 times with R4;
R4, in each occurrence is selected independently from halogen, -(C1-C6)alkyl and -O-R5;
Alternatively, two R4, on adjacent carbon atoms, together with the carbon atoms to which they are attached may form a 5-6 membered heterocyclyl or a 5-6 membered heteroaryl ring;
R5 is selected from -(C1-C6)alkyl, halo(C1-C6)alkyl and 5-6 membered heterocyclyl;
Xb is selected from -CO-, -CONR6-, -NR6CO-, -C(=N-OR6)-, -CONR6-SO2-, -CONR6-SO2-NR6-, and -R6N-CO-NR6;
Rb is selected from
(i) alkyl, optionally substituted with 1-3 substituents selected independently from halogen, -(C1-C6)alkoxy, hydroxyl and -CO-(CR7R8)p-OR9;
(ii) aryl, heteroaryl or cycloalkyl, any of which is optionally substituted with 1-3 substituents selected independently from halogen, halo(C1-C6)alkyl, halo(C1-C6)alkoxy, -(C1-C6)alkoxy, hydroxyl, -(C1-C6)alkyl and -R10;

(iii) heterocyclyl, optionally substituted with 1-3 substituents selected independently from halogen, halo(C1-C6)alkyl, halo(C1-C6)alkoxy, -(C1-C6)alkoxy, hydroxyl, -(C1-C6)alkyl, and N(Ri)2,. wherein Ri, in each occurrence, independently selected from hydrogen, -(C1-C6)alkyl or -(C3-C6)alkyl;
Alternatively, R6 and Rb together with Nitrogen atom to which they are attached, may form a 3-10 membered heterocyclic ring optionally substituted 1-3 times with R11;
R6, in each occurrence, is independently selected from hydrogen, -(C1-C6)alkyl and -(C1-C6)alkyl-(C3-C6)cycloalkyl;
R7, R8 or R9, in each occurrence, is independently selected from hydrogen and -(C1-C6)alkyl;
R10 is a 5-6 membered heterocyclyl or a 5-6 membered heteroaryl, any of which is optionally substituted with 1-2 substituents selected independently from -(C1-C6)alkyl, halogen, halo(C1-C6)alkyl, halo(C1-C6)alkoxy, -(C1-C6)alkoxy and hydroxyl;
R11 is selected from halogen, hydroxyl, alkyl and –NH2; and
p is 0, 1, 2 or 3.
2. The compound according to claim 1, having the formula (Ia):
or pharmaceutically acceptable salts thereof, or pharmaceutically acceptable solvates thereof or stereoisomers thereof, wherein
‘n’ is 1, 2 or 3;
‘m’ is 1, 2 or 3;
‘q’ is 0, 1, 2 or 3;
R2, R3, and R4 are as described in claim 1.

3. The compound according to claim 1, having the formula (Id):

or pharmaceutically acceptable salts thereof, or pharmaceutically acceptable solvates thereof or stereoisomers thereof, wherein
‘m’ is 1 or 2;
‘n’ is 1, 2 or 3;
‘q’ is 0 or 1;
R2, R3, and R4 are as described in claim 1.
4. The compound according to claim 1, having the formula (Ie):

or pharmaceutically acceptable salts thereof, or pharmaceutically acceptable solvates thereof or stereoisomers thereof, wherein
‘m’ is 1 or 2;
‘n’ is 1, 2 or 3;
‘q’ is 0 or 1;
R2, R3, and R4 are as described in claim 1.
5. The compound according to claim 1, having the formula (Ig):
F

or pharmaceutically acceptable salts thereof, or pharmaceutically acceptable solvates thereof or stereoisomers thereof, wherein

R3 is halogen; ‘q’ is 0 or 1; R2 and R4 are as described in claim 1.
6. The compound according to claim 1, having the formula (Ij):
or pharmaceutically acceptable salts thereof, or pharmaceutically acceptable solvates thereof or stereoisomers thereof, wherein
‘q’ is 0 or 1;
R2 and R4 are as described in claim 1.
7. The compound according to claim 1, having the formula (Ik):
i- v ' (Ik)
or pharmaceutically acceptable salts thereof, or pharmaceutically acceptable solvates thereof or stereoisomers thereof, wherein
R2 and R5 are as described in claim 1.
8. The compound according to claim 1, having the formula (Il):

or pharmaceutically acceptable salts thereof, or pharmaceutically acceptable solvates thereof or stereoisomers thereof, wherein
R3 is halogen;
‘m’ is 1 or 2;
‘q’ is 0 or 1;
R2 is as described in claim 1.
9. The compound according to claim 1, wherein R2 is –CO-Rb, –CONH-Rb, – CONCH3-Rb, -NHCO-Rb, -C(=N-OH)-Rb, -CONH-SO2-Rb, -CON(CH3)-SO2-Rb, -CONH-SO2-NH-Rb, -CONH-SO2-N(CH3)-Rb, -CONH-SO2-N(CH2CH3)-Rb, -CONH-SO2-N(CH2CH2CH3)-Rb, -CONH-SO2-N(cyclopropylmethyl)-Rb or -NH-CO-NH-Rb.
10. The compound according to claim 1, wherein Rb is
(i) methyl, ethyl, propyl, tert-butyl, isobutyl, propan-2-yl or 2-methylpropan-2-yl, any of which is optionally substituted with 1-3 substituents independently selected from fluorine, methoxy, hydroxyl, -COOCH2CH3 and – COOH;
(ii) phenyl, pyridin-2-yl, pyridin-3-yl, pyrazin-2-yl, pyridazin-3-yl, thiazol-2-yl, 1,3,4-thiadiazol-2-yl, 1H-pyrazol-3-yl, cyclopropyl, cyclohexyl or amantan-1-yl, any of which is optionally substituted with 1-3 substituents independently selected from fluorine, fluoromethyl, difluoromethyl, trifluoromethyl, fluoromethoxy, methoxy, ethoxy, hydroxyl, methyl, 3-hydroxypyrrolidin-1-yl, piperidin-1-yl, 1,2,4-triazol-1-yl and 1H-imidazol-1-yl; or
(iii) pyrrolidin-1-yl, azetidin-1-yl, piperidin-1-yl, morpholino, piperazin-1-yl, azepan-1-yl or tetrahydro-2H-pyran-4-yl, optionally substituted with 1-3 substituents independently selected from fluorine, fluoromethyl, difluoromethyl, trifluoromethyl, fluoromethoxy, methoxy, hydroxyl, -NH2 and methyl.
11. The compound according to claim 1, wherein R4 is independently selected from
fluorine, methoxy, 2-fluoroethoxy, (tetrahydrofuranyl)oxy, (tetrahydropyranyl)oxy,
(tetrahydrofuran-3-yl)oxy, (tetrahydro-2H-pyran-4-yl)oxy or (R)-(tetrahydrofuran-

3-yl)oxy; or R4 on two carbon adjacent atoms, together with the carbon atoms to which they are attached form a 1,4-dioxine ring.
12. The compound according to claim 1, wherein
R1 is -Xa-Ra;
R2 is –CO-Rb, –CONH-Rb, –CONCH3-Rb, -NHCO-Rb, -C(=N-OH)-Rb, -CONH-SO2-Rb, -CON(CH3)-SO2-Rb, -CONH-SO2-NH-Rb, -CONH-SO2-N(CH3)-Rb, -CONH-SO2-N(CH2CH3)-Rb, -CONH-SO2-N(CH2CH2CH3)-Rb, -CONH-SO2-N(cyclopropylmethyl)-Rb or -NH-CO-NH-Rb;
Xa is pyrrolidinyl or piperidinyl ring, optionally substituted with fluorine;
Ra is a phenyl ring optionally substituted 2-3 times with R4;
R4 is independely selected from fluorine, methoxy, 2-fluoroethoxy, (tetrahydrofuranyl)oxy, (tetrahydropyranyl)oxy, (tetrahydrofuran-3-yl)oxy, (tetrahydro-2H-pyran-4-yl)oxy or (R)-(tetrahydrofuran-3-yl)oxy; or
R4 on two adjacent carbon atoms, together with the carbon atoms to which they are attached form a 1,4-dioxine ring.
Rb is methyl, ethyl, propyl, tert-butyl, -CH2C(O)OCH2CH3, -CH2C(O)OH, 2-hydroxyethyl, 1,3-dihydroxypropan-2-yl, 1,3-dihydroxy-2-methylpropan-2-yl, 1-hydroxy-2-methylpropan-2-yl, (S)-2,3-dihydroxypropyl, (S)-1-hydroxypropan-2-yl, 2-fluoroethyl, 2,2-difluoroethyl, 2-fluoro-2-methylpropyl, 2,2,2-trifluoroethyl, 2-methoxyethyl, 2-ethoxyethyl, cyclopropyl, 1-methylcyclopropyl, (1r,4r)-4-hydroxycyclohexyl, 3-hydroxyadamantan-1-yl, 3-hydroxyazetidin-1-yl, 3-hydroxy-3-methylazetidin-1-yl, (S)-3-aminopyrrolidin-1-yl), (S)-3-hydroxypyrrolidin-1-yl, piperidin-1-yl, 4-hydroxypiperidin-1-yl, morpholinyl, 4-methylpiperazinyl, tetrahydro-2H-pyran-4-yl, 4-hydroxyazepan-1-yl, thiazol-2-yl, 5-methyl-1,3,4-thiadiazol-2-yl, 1,3,4-thiadiazol-2-yl, 1H-1,2,4-triazol-1-yl, (1-methyl-1H-pyrazol-3-yl), 1H-imidazol-1-yl, 6-methylpyridazin-3-yl, pyridin-2-yl, pyridin-3-yl, pyrazin-2-yl, 4-fluorophenyl, ((S)-3-hydroxypyrrolidin-1-yl)phenyl or ((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl.
13. The compound according to claim 1, selected from
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(4-fluorophenyl)imidazo[1,2-
a]pyridine-3-carboxamide;

N-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)-3-hydroxypyrrolidine-1-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(3-hydroxypyrrolidin-1-yl)methanone;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(3-hydroxyazetidin-1-yl)methanone;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(1,3-dihydroxypropan-2-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(morpholino)methanone;
N-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)morpholine-4-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N,N-dimethylimidazo[1,2-a]pyridine-3-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-methylpiperazin-1-yl)methanone;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-fluorophenyl)methanone;
3-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)-1,1-dimethylurea;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(3-hydroxypyrrolidin-1-yl)methanone;
N-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)acetamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-fluorophenyl)methanone oxime;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(4-fluorophenyl)-N-methylimidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(4-hydroxycyclohexyl)imidazo[1,2-a]pyridine-3-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-hydroxypiperidin-1-yl)methanone;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(3-ethoxy-2-oxopropyl)imidazo[1,2-a]pyridine-3-carboxamide;

(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carbonyl)glycine;
2-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamido)acetic acid;
(3-aminopyrrolidin-1-yl)(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)methanone;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(2-hydroxyethyl)imidazo[ 1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((4-((S)-3-hydroxypyrrolidin-1-yl)phenyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((6-((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)piperidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(2-hydroxyethyl)imidazo[ 1,2-a]pyridine-3-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)((S)-3-hydroxypyrrolidin-1 -yl)methanone;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-fluorophenyl)methanone oxime;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(4-fluorophenyl)-N-methylimidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1r,4R)-4-hydroxycyclohexyl)imidazo[1,2-a]pyridine-3-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-hy droxypiperidin-1 -yl)methanone;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(3-ethoxy-2-oxopropyl)imidazo[1,2-a]pyridine-3-carboxamide;

Ethyl 2-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-
carboxamido) acetate;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carbonyl)glycine;
2-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamido)acetic acid;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(2-hydroxyethyl)imidazo[1,2-a]pyridine-3-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-hydroxyazepan-1-yl)methanone;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1r,3S,5R,7S)-3-hydroxyadamantan-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(1,3-dihydroxy-2-methylpropan-2-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((S)-2,3-dihydroxypropyl)imidazo[1,2-a]pyridine-3-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(3-hydroxy-3-methylazetidin-1-yl)methanone;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(piperidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((S)-1-hydroxypropan-2-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(1-hydroxy-2-methylpropan-2-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(tetrahydro-2H-pyran-4-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((6-((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;

N-((4-(1H-1,2,4-triazol-1-yl)phenyl)sulfonyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((4-((S)-3-hydroxypyrrolidin-1-yl)phenyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-(2-fluoroethyl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(2,2,2-trifluoroethyl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-(cyclopropylmethyl)-N-(pyridin-3-yl)sulfamoyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyrazin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-((6-(1H-imidazol-1-yl)pyridin-3-yl)sulfonyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(thiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((4-(3-hydroxypyrrolidin-1-yl)phenyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((6-((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;

6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)piperidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(4-fluoro-2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(4-fluoro-2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2R)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-6-((2S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(4-fluoro-2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;

6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
1-(6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)-N-(2-fluoroethyl)-N-methyl-1-oxomethanesulfonamide;
(tert-butylsulfonyl)(6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)methanone;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyrazin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-((6-(1H-imidazol-1-yl)pyridin-3-yl)sulfonyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N,N-diethylsulfamoyl)-6-(4-fluoro-2-(5-fluoro-2-(( tetrahydrofuran-3-
yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-(2-fluoroethyl)sulfamoyl)-6-(4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(thiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(6-methylpyridazin-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide
N-(tert-butylsulfonyl)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(thiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-(2-ethoxyethyl)-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;

6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(6-methylpyridazin-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1-methyl-1H-pyrazol-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1-methyl-1H-pyrazol-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1-methyl-1H-pyrazol-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N,N-diethylsulfamoyl)-6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1-methyl-1H-pyrazol-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;

6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(thiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-(2-fluoroethyl)sulfamoyl)-6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N,N-dimethylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-cyclopropyl-N-methylsulfamoyl)-6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-(2,2-difluoroethyl)-N-methylsulfamoyl)-6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide; and
N-(N,N-diethylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
or a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof or a stereoisomer thereof.
14. The compound according to claim 1, selected from
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(2-hydroxyethyl)imidazo[1,2-a]pyridine-3-carboxamide;

(S)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(2-hydroxyethyl)imidazo[1,2-a]pyridine-3-carboxamide;
(3S)-N-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)-3-hydroxypyrrolidine-1-carboxamide;
(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)((S)-3-hydroxypyrrolidin-1-yl)methanone;
(6-((S)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)((S)-3-hydroxypyrrolidin-1-yl)methanone;
(6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)((S)-3-hydroxypyrrolidin-1-yl)methanone;
(Z/E)(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-fluorophenyl)methanone oxime;
(E/Z)-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-fluorophenyl)methanone oxime;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(4-fluorophenyl)-N-methylimidazo[1,2-a]pyridine-3-carboxamide;
(S)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(4-fluorophenyl)-N-methylimidazo[1,2-a]pyridine-3-carboxamide;
6-((S)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1r,4S)-4-hydroxycyclohexyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1r,4R)-4-hydroxycyclohexyl)imidazo[1,2-a]pyridine-3-carboxamide;
(S)-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-hy droxypiperidin-1 -yl)methanone;
(R)-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-hy droxypiperidin-1 -yl)methanone;
(S)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(3-ethoxy-2-oxopropyl)imidazo[1,2-a]pyridine-3-carboxamide;
Ethyl (S)-2-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamido) acetate;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(3-ethoxy-2-oxopropyl)imidazo[1,2-a]pyridine-3-carboxamide;
Ethyl (R)-2-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamido) acetate;

(S)-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carbonyl)glycine;
(S)-2-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamido)acetic acid;
(R)-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carbonyl)glycine;
(R)-2-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamido)acetic acid;
((S)-3-aminopyrrolidin-1-yl)(6-((S)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)methanone;
((S)-3-aminopyrrolidin-1-yl)(6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)methanone;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(2-hydroxyethyl)imidazo[1,2-a]pyridine-3-carboxamide;
(S)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(2-hydroxyethyl)imidazo[1,2-a]pyridine-3-carboxamide;
(6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(4-hy droxy azepan-1 -yl)methanone;
6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1r,3S,5R,7S)-3-hydroxyadamantan-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(1,3-dihydroxy-2-methylpropan-2-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((S)-2,3-dihydroxypropyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(3-hydroxy-3-methylazetidin-1-yl)methanone;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1 -yl)-N-(piperidin-1 -yl)imidazo[ 1,2-a]pyridine-3-carboxamide;
6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((S)-1-hydroxypropan-2-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(1-hydroxy-2-methylpropan-2-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(tetrahydro-2H-pyran-4-yl)imidazo[1,2-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((6-((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-N-((4-(1H-1,2,4-triazol-1-yl)phenyl)sulfonyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((4-((S)-3-hydroxypyrrolidin-1-yl)phenyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-(2-fluoroethyl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(2,2,2-trifluoroethyl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-N-(N-(cyclopropylmethyl)-N-(pyridin-3-yl)sulfamoyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyrazin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-N-((6-(1H-imidazol-1-yl)pyridin-3-yl)sulfonyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;

(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(thiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((4-((S)-3-hydroxypyrrolidin-1-yl)phenyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((4-((S)-3-hydroxypyrrolidin-1-yl)phenyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((6-((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(2,5-difluorophenyl)piperidin-1-yl)-N-((6-((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)piperidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)piperidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;

6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1 -yl)-N-((1 -methylcyclopropyl)sulfonyl)imidazo[ 1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1 -yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo [1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-(2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1 -yl)imidazo[ 1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-((2R,4S)-4-fluoro-2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-(2-fluoroethoxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
1-(6-((2S,4R)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1 -yl)imidazo [ 1,2-a] pyridin-3 -yl)-N-(2-fluoroethyl)-N-methyl-1 -oxomethanesulfonamide;
(tert-butylsulfonyl)(6-((2S,4R)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)methanone;
(S)-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(3-hydroxyazetidin-1 -yl)methanone;
(R)-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)(3-hydroxyazetidin-1 -yl)methanone;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyrazin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-N-((6-(1H-imidazol-1-yl)pyridin-3-yl)sulfonyl)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N,N-diethylsulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1 -yl)imidazo[ 1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-(2-fluoroethyl)sulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1 -yl)imidazo[ 1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1 -yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[ 1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1 -yl)-N-(N-methyl-N-(thiazol-2-yl)sulfamoyl)imidazo[ 1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(6-methylpyridazin-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide

(R)-N-(tert-butylsulfonyl)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-N-(N-ethyl-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy) phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(thiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-N-(N-(2-ethoxyethyl)-N-methylsulfamoyl)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(6-methylpyridazin-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1 -yl)-N-(N-methyl-N-propylsulfamoyl)imidazo [ 1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1 -yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[ 1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1-methyl-1H-pyrazol-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
(R)-6-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1-methyl-1H-pyrazol-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1-methyl-1H-pyrazol-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;

6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(tert-butylsulfonyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N,N-diethylsulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1-methyl-1H-pyrazol-3-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(thiazol-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-(2-fluoroethyl)sulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-(pyridin-2-yl)sulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;

6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N,N-dimethylsulfamoyl)-6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-cyclopropyl-N-methylsulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-(2,2-difluoroethyl)-N-methylsulfamoyl)-6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoro-2-methylpropyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N,N-diethylsulfamoyl)-6-((R)-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-((2S,4R)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide;
6-((2S,4R)-4-fluoro-2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide;
N-(N-ethyl-N-methylsulfamoyl)-6-((2S,4R)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxamide; and
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methyl-N-propylsulfamoyl)imidazo[1,2-a]pyridine-3-carboxamide;
or a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof or a stereoisomer thereof.
15. A pharmaceutical composition comprising at least one compound as claimed in the claim 1 and at least one pharmaceutically acceptable excipient.

Documents

Application Documents

# Name Date
1 201647042606-RELEVANT DOCUMENTS [16-03-2020(online)].pdf 2020-03-16
1 Form 5 [14-12-2016(online)].pdf 2016-12-14
2 201647042606-IntimationOfGrant30-04-2019.pdf 2019-04-30
2 Form 3 [14-12-2016(online)].pdf 2016-12-14
3 Form 18 [14-12-2016(online)].pdf 2016-12-14
3 201647042606-PatentCertificate30-04-2019.pdf 2019-04-30
4 Description(Complete) [14-12-2016(online)].pdf_100.pdf 2016-12-14
4 Abstract_Granted 312057_30-04-2019.pdf 2019-04-30
5 Description(Complete) [14-12-2016(online)].pdf 2016-12-14
5 Claims_Granted 312057_30-04-2019.pdf 2019-04-30
6 Description_Granted 312057_30-04-2019.pdf 2019-04-30
6 201647042606.pdf 2016-12-16
7 Marked Up Claims_Granted 312057_30-04-2019.pdf 2019-04-30
7 Form 3 [17-02-2017(online)].pdf 2017-02-17
8 Marked Copy [26-04-2017(online)].pdf 2017-04-26
8 201647042606-ABSTRACT [29-04-2019(online)].pdf 2019-04-29
9 201647042606-CLAIMS [29-04-2019(online)].pdf 2019-04-29
9 Form 13 [26-04-2017(online)].pdf 2017-04-26
10 201647042606-COMPLETE SPECIFICATION [29-04-2019(online)].pdf 2019-04-29
10 Description(Complete) [26-04-2017(online)].pdf_115.pdf 2017-04-26
11 201647042606-CORRESPONDENCE [29-04-2019(online)].pdf 2019-04-29
11 Description(Complete) [26-04-2017(online)].pdf 2017-04-26
12 201647042606-FER_SER_REPLY [29-04-2019(online)].pdf 2019-04-29
12 Form1_After Filing_28-04-2017.pdf 2017-04-28
13 201647042606-OTHERS [29-04-2019(online)].pdf 2019-04-29
13 Correspondence by Agent_Form1_28-04-2017.pdf 2017-04-28
14 201647042606-FER.pdf 2018-10-31
14 Form 3 [07-06-2017(online)].pdf 2017-06-07
15 201647042606-FER.pdf 2018-10-31
15 Form 3 [07-06-2017(online)].pdf 2017-06-07
16 201647042606-OTHERS [29-04-2019(online)].pdf 2019-04-29
16 Correspondence by Agent_Form1_28-04-2017.pdf 2017-04-28
17 Form1_After Filing_28-04-2017.pdf 2017-04-28
17 201647042606-FER_SER_REPLY [29-04-2019(online)].pdf 2019-04-29
18 201647042606-CORRESPONDENCE [29-04-2019(online)].pdf 2019-04-29
18 Description(Complete) [26-04-2017(online)].pdf 2017-04-26
19 201647042606-COMPLETE SPECIFICATION [29-04-2019(online)].pdf 2019-04-29
19 Description(Complete) [26-04-2017(online)].pdf_115.pdf 2017-04-26
20 201647042606-CLAIMS [29-04-2019(online)].pdf 2019-04-29
20 Form 13 [26-04-2017(online)].pdf 2017-04-26
21 201647042606-ABSTRACT [29-04-2019(online)].pdf 2019-04-29
21 Marked Copy [26-04-2017(online)].pdf 2017-04-26
22 Form 3 [17-02-2017(online)].pdf 2017-02-17
22 Marked Up Claims_Granted 312057_30-04-2019.pdf 2019-04-30
23 201647042606.pdf 2016-12-16
23 Description_Granted 312057_30-04-2019.pdf 2019-04-30
24 Claims_Granted 312057_30-04-2019.pdf 2019-04-30
24 Description(Complete) [14-12-2016(online)].pdf 2016-12-14
25 Description(Complete) [14-12-2016(online)].pdf_100.pdf 2016-12-14
25 Abstract_Granted 312057_30-04-2019.pdf 2019-04-30
26 Form 18 [14-12-2016(online)].pdf 2016-12-14
26 201647042606-PatentCertificate30-04-2019.pdf 2019-04-30
27 Form 3 [14-12-2016(online)].pdf 2016-12-14
27 201647042606-IntimationOfGrant30-04-2019.pdf 2019-04-30
28 Form 5 [14-12-2016(online)].pdf 2016-12-14
28 201647042606-RELEVANT DOCUMENTS [16-03-2020(online)].pdf 2020-03-16

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1 201647042606SS_25-10-2018.pdf

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3rd: 13 Jun 2019

From 23/06/2017 - To 23/06/2018

4th: 13 Jun 2019

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