【CLAIMS】
【Claim 1】
A compound of Chemical Formula 1, a prodrug thereof, an isomer thereof, a pharmaceutically acceptable salt thereof, a hydrate thereof or a solvate thereof:

wherein
R1 is selected from a group consisting of hydrogen, C1-C5 alkyl, haloalkyl, C1-C5 cycloalkyl and C1-C5 alkoxyalkyl;
each of R2, R3, R4, R5 and R6 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, C1-C5 alkyl, hydroxy C1-C5 alkyl, C1-C5 alkoxy, C1-C5 alkoxy alkyl, halo C1-C3 alkyl, halo C1-C5 alkoxy, haloalkoxy C2-C5 alkenyl, C2-C5 alkenyl, alkynyl, carboxyl, C1-C5 alkylcarbonyl, C1-C5 alkoxycarbonyl, C1-C5 alkylcarbonylamino, C1-C5 alkylaminocarbonyl, C1-C5 alkylsulfanyl, C1-C5 alkylsulfonyl, C1-C5 alkoxysulfonyl, C1-C5 alkylsulfamoyl, aryl, aryl C1-C3 alkyl, aryl C1-C5 alkoxy, aminosulfonyl, C1-C5 alkylamino, C1-C5 alkylaminosulfonyl, C1-C5 alkylsulfonylamino, C1-C5 alkylthio, C3-C7


selected from R2 through R6 form a 5- to 7-membered ring fused with an aryl group together with the carbon atoms to which they are bound and the ring includes 0-2 double bonds and contains 0-2 N, O or S atoms;
each of R7, R8, R9, R10 and R11 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, C1-C5 alkyl, C1-C5 alkoxy, halo C1-C3 alkyl, haloalkoxy C1-C5 alkenyl, C2-C5 alkenyl and alkynyl; and
each of R12 and R13 is independently selected from a group consisting of hydrogen, C1-C5 alkyl, hydroxy C2-C5 alkyl, C3-C7 cycloalkyl and halo C1-C5 alkyl, or R12 and R13 form a 5- to 7-membered ring together with the nitrogen atom which they are bound and the ring contains 0-2 N, O or S atoms or at least one substituent selected from a group consisting of hydrogen, hydroxy, hydroxy C1-C5 alkyl, C1-C5 alkoxy, C1-C5 alkoxy alkyl, halo C1-C5 alkyl, halo C1-C5 alkoxy and carboxyl.
【Claim 2】
The compound, the prodrug thereof, the isomer thereof, the pharmaceutically acceptable salt thereof, the hydrate thereof or the solvate thereof according to claim 1, wherein the compound is represented by Chemical Formula 2:
[Chemical Formula 2]


wherein
R1 is selected from a group consisting of hydrogen, C1-C5 alkyl, haloalkyl, C1-C5 cycloalkyl and C1-C5 alkoxyalkyl;
each of R2, R3, R4, R5 and R6 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, C1-C5 alkyl, hydroxy C1-C5 alkyl, C1-C5 alkoxy, C1-C5 alkoxy alkyl, halo C1-C3 alkyl, halo C1-C5 alkoxy, haloalkoxy C2-C5 alkenyl, C2-C5 alkenyl, alkynyl, carboxyl, C1-C5 alkylcarbonyl, C1-C5 alkoxycarbonyl, C1-C5 alkylcarbonylamino, C1-C5 alkylaminocarbonyl, C1-C5 alkylsulfanyl, C1-C5 alkylsulfonyl, C1-C5 alkoxysulfonyl, C1-C5 alkylsulfamoyl, aryl, aryl C1-C3 alkyl, aryl C1-C5 alkoxy, aminosulfonyl, C1-C5 alkylamino, C1-C5 alkylaminosulfonyl, C1-C5 alkylsulfonylamino, C1-C5 alkylthio, C3-C7
cycloalkylsulfonylaminophenyl, , and ^, or two selected
from R2 through R6 form a 5- to 7-membered ring fused with an aryl group together with the carbon atoms to which they are bound and the ring includes 0-2 double bonds and contains 0-2 N, O or S atoms;
each of R7, R8, R9, R10 and R11 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, C1-C5 alkyl, C1-C5

alkoxy, halo C1-C3 alkyl, haloalkoxy C2-C5 alkenyl, C2-C5 alkenyl and alkynyl;
R14 is selected from a group consisting of hydrogen, hydroxy, hydroxy C1-C5 alkyl, C1-C5 alkoxy, C1-C5 alkoxy alkyl, halo C1-C5 alkyl, halo C1-C5 alkoxy and carboxyl; and
n is an integer selected from 1 to 3.
【Claim 3】
The compound, the prodrug thereof, the isomer thereof, the pharmaceutically acceptable salt thereof, the hydrate thereof or the solvate thereof according to claim 1, wherein the compound is represented by Chemical Formula 3:
[Chemical Formula 3]

wherein
R1 is selected from a group consisting of methyl, ethyl, propyl, butyl, isobutyl, difluoromethyl, trifluoromethyl, cyclopropyl, ethoxymethyl, methoxymethyl and ethoxyethyl;
each of R3, R4 and R5 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, methyl, ethyl, propyl, isopropyl,

butyl, tert-butyl, methoxy, ethoxy, propoxy, isopropoxy, butoxy, hydroxymethyl,
hydroxyethyl, trifluoromethyl, difluoromethyl, fluoromethyl, trifluoromethoxyvinyl,
acetylenyl, carboxyl, methoxycarbonyl, ethoxycarbonyl, acetyl, methylsulfanyl,
ethylsulfanyl, methylsulfonyl, methylsulfonylamino, cyclopropylaminosulfonyl,
methylaminosulfonyl, ethylaminosulfonyl, dimethylaminocarbonyl,
diethylaminocarbonyl, methylcarbonylamino, methylsulfamoyl, phenylmethyl, phenylethyl, phenylmethoxy, phenylacetyl, aminosulfonyl, methylaminosulfonyl, ethylaminosulfonyl, dimethylamino, diethylamino, cyclopropylamino and methylthio, or two selected from R3 through R5 form a 5- to 7-membered ring fused with an aryl group together with the carbon atoms to which they are bound and the ring includes 0-2 double bonds and contains 0-2 N, O or S atoms; and
each of R8, R9 and R10 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, methyl, ethyl, propyl, butyl, isopropyl, methoxy, ethoxy, propoxy, isopropoxy, hydroxymethyl, trifluoromethyl, difluoromethyl, fluoromethyl, trifluoromethoxyvinyl and acetylenyl.
【Claim 4】
The compound, the prodrug thereof, the isomer thereof, the pharmaceutically acceptable salt thereof, the hydrate thereof or the solvate thereof according to claim 3, wherein:
R1 is selected from a group consisting of methyl, ethyl, propyl, butyl, isobutyl, trifluoromethyl, cyclopropyl, ethoxymethyl, methoxymethyl and ethoxyethyl;
each of R3, R4 and R5 is independently selected from a group consisting of

hydrogen, fluoro, chloro, nitro, cyano, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, methoxy, ethoxy, propoxy, methylenedioxy, isopropoxy, hydroxymethyl, hydroxyethyl, trifluoromethyl, difluoromethyl, fluoromethyl, trifluoromethoxyvinyl, acetylenyl, carboxyl, methoxycarbonyl, ethoxycarbonyl, acetyl, methylsulfonyl, methylsulfamoyl, phenylmethyl, phenylethyl and methylthio, or two selected from R3 through R5 form a 5- to 7-membered ring fused with an aryl group together with the carbon atoms to which they are bound and the ring includes 0-2 double bonds and contains 0-2 N, O or S atoms; and
each of R8, R9 and R10 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, methyl, ethyl, propyl, butyl, isopropyl, methoxy, ethoxy, propoxy, isopropoxy, butoxy, hydroxymethyl, trifluoromethyl, difluoromethyl, fluoromethyl, trifluoromethoxyvinyl and acetylenyl.
【Claim 5】
The compound, the prodrug thereof, the isomer thereof, the pharmaceutically acceptable salt thereof, the hydrate thereof or the solvate thereof according to claim 1, wherein the compound is selected from a group consisting of:
{1-[7-(3-chloro-4-fluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl ]-pyrrolidin-2-yl}-methanol,
{1-[7-(3-chloro-4-fluorophenyl)-3-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyr imidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(3-fluoro-4-methylphenyl)-7-(3-methoxyphenyl)-2-methyl-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,

{1-[3-(2,4-difluorophenyl)-7-(3-methoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyrim idin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(3-fluoro-4-methylphenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[ 1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(2,4-difluorophenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3-chloro-4-fluorophenyl)-3-(4-methoxyphenyl)-2-methyl-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3,4-difluorophenyl-3-(3-fluoro-4-methyl-phenyl)-2-methyl-pyrazolo[1,5-a ]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3-ethylphenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidi n-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-7-(3-ethylphenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3,5-difluorophenyl)-3-(4-methoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyrim idin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(3,4-difluorophenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-fluorophenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(3,4-difluorophenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo-1,3]dioxol-5-yl-7-(3,5-difluorophenyl)-2-methyl-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,

{1-[2-ethoxymethyl-3-(4-methoxyphenyl)-7-(3-trifluoromethylphenyl)-pyrazolo[ 1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3,5-difluorophenyl)-3-(4-methoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyrim idin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-methoxyphenyl)-2-trifluoromethyl-7-(3-trifluoromethylphenyl)-pyrazol o[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethoxymethyl-3-(4-methoxyphenyl)-7-(3-methoxyphenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethoxymethyl-7-(4-fluorophenyl)-3-(4-methoxyphenyl)-pyrazolo[1,5-a]py rimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-difluoromethyl-3-(4-methoxyphenyl)-7-(3-trifluoromethylphenyl)-pyrazolo [1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-2-ethoxymethyl-7-(3-fluorophenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethyl-7-(4-fluorophenyl)-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin -2-yl}-methanol,
{1-[7-(3-chlorophenyl)-2-ethyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidi n-2-yl}-methanol,
{1-[2-ethyl-7-(3-fluorophenyl)-3-p-tolylpyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-2-ethoxymethyl-7-(3-trifluoromethylphenyl)-pyrazo lo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-7-(3-chlorophenyl)-2-ethoxymethyl-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,

{1-[2-ethoxymethyl-3-p-tolyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyrimi
din-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethoxymethyl-7-(3-fluorophenyl)-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethoxymethyl-3-p-tolyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyrimi din-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethoxymethyl-7-m-tolyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethoxymethyl-7-(3-fluorophenyl)-3-(4-methoxyphenyl)-pyrazolo[1,5-a]py rimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethoxymethyl-7-(4-fluorophenyl)-3-(4-methoxyphenyl)-pyrazolo[1,5-a]py rimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-methoxymethyl-3-(4-methoxyphenyl)-7-(3-trifluoromethylphenyl)-pyrazol o[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-butyl-3-p-tolyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-ethoxymethyl-7-(3-methoxyphenyl)-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-2-ethoxymethyl-7-(3-trifluoromethylphenyl)-pyrazolo[1, 5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-2-ethoxymethyl-7-(4-fluorophenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-2-ethoxymethyl-7-(3-fluorophenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,

{1-[3-(4-chlorophenyl)-2-ethoxymethyl-7-(3-trifluoromethylphenyl)-pyrazolo[1, 5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
2-{[3-(4-chlorophenyl)-2-methoxymethyl-7-(3-trifluoromethylphenyl)-pyrazolo[ 1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-7-(4-fluorophenyl)-2-methoxymethyl-pyrazolo[1,5-a]pyr imidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-7-(3-fluorophenyl)-2-methoxymethyl-pyrazolo[1,5-a]pyr imidin-5-yl]-pyrrolidin-2-yl}-methanol,
2-{[2-methoxymethyl-3-(4-methoxyphenyl)-7-(3-trifluoromethyl-phenyl)-pyraz olo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(4-fluorophenyl)-2-methoxymethyl-3-(4-methoxyphenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-7-(3-fluorophenyl)-2-methoxymethyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-7-(4-fluorophenyl)-2-methoxymethyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-2-methoxymethyl-7-(3-trifluoromethyl-phenyl)-pyra zolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-3-(5-(2-hydroxymethyl)pyrrolidin-1-yl)-2-(methoxymethyl)-3-(4-methoxyph enyl)-pyrazolo[1,5-a]pyrimidin-7-yl)benzonitrile,
(S)-[{1-(2-methoxymethyl)-3-(methoxyphenyl)-7-(m-tolyl)-pyrazolo[1,5-a]-pyri din-5-yl}-pyrrolidin-2-yl]-methanol,
(S)-{[1-(2-methoxymethyl)-7-(3-methoxyphenyl)-3-(4-methoxyphenyl)-pyrazol o[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,

{1-[3-(4-chlorophenyl)-7-(2,4-difluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidi
n-5-yl]-pyrrolidin-2-yl}-methanol,
[1 -(3-benzo[1,3]dioxol-5-yl-2-methyl-7-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-p yrrolidin-2-yl]-methanol,
{1-[3-(4-ethoxyphenyl)-2-methyl-7-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrol idin-2-yl}-methanol,
{1-[3-(4-methoxyphenyl)-2-methyl-7-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrr olidin-2-yl}-methanol,
(S)-(1-(7-(3,4-difluorophenyl)-3-(4-ethoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyri midin-5-yl)-pyrrolidin-2-yl)-methanol,
{1-[2-methyl-3-(4-methylsulfanylphenyl)-7-(3-trifluoromethylphenyl)-pyrazolo[ 1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3,4-difluorophenyl)-3-(4-methoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyrim idin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3,4-difluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrr olidin-2-yl}-methanol,
{1-[7-(3,4-difluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrr olidin-2-yl}-methanol,
{1-[7-(3,4-difluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrr olidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-7-(3,4-difluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidi n-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(4-fluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolid in-2-yl}-methanol,

[1-(2-methyl-7-phenyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl]-methanol,
[1-[3-(4-difluoromethylphenyl)-7-(3-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-difluoromethylphenyl)-7-(3-methoxyphenyl)-2-methyl-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-difluoromethylphenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1 ,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-difluoromethylphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-difluoromethylphenyl)-2-methyl-7-m-tolyl-pyrazolo[1,5-a]pyrimidin-5-y l]-pyrrolidin-2-yl}-methanol,
{1-[7-(4-chlorophenyl)-3-(4-methoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin -5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3-methoxyphenyl)-2-methyl-3-(4-trifluoromethylphenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-ethylphenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-ethylphenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-methyl-3-(4-trifluoromethylphenyl)-7-(3-trifluoromethylphenyl)-pyrazolo[ 1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(4-chlorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrroli din-2-yl}-methanol,

[1-(2-methyl-3,7-di-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl)-pyrrolidin-2-yl]-metha nol,
{1-[7-(3-chlorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrroli din-2-yl}-methanol,
{1-[7-(3-chlorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrroli din-2-yl}-methanol
[1-(2-methyl-7-m-tolyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl)-pyrrolidin-2-yl]-methanol,
{1-[7-(3-methoxyphenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrr olidin-2-yl}-methanol,
{1-[7-(4-methoxyphenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrr olidin-2-yl}-methanol,
{1-[7-(2-fluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolid in-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-7-(3-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimid in-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3-fluorophenyl)-3-(4-methoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin -5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-ethoxyphenyl)-7-(3-fluoromethylphenyl)-2-methyl-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[2-methyl-3-p-tolyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyrimidin-5-yl ]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-methoxyphenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,

{1-[7-(3-chlorophenyl)-3-(4-methoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin -5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-7-(3-chlorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimi din-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(4-fluorophenyl)-2-methyl-3-(4-vinylphenyl)-pyrazolo[1,5-a]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-ethoxyphenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]py rimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-fluoro-3-methylphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]py rimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(3-fluoro-4-methylphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]py rimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-ethoxyphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5 -yl]-pyrrolidin-2-yl}methanol,
{1-[7-(4-fluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolid in-2-yl}methanol,
{1-[7-(4-fluorophenyl)-2-methyl-3-(4-propoxyphenyl)-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}methanol,
{1-[3-biphenyl-4-yl-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}methanol,
{1-[3-(2,4-difluorophenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidi n-5-yl]-pyrrolidin-2-yl}methanol,

{1-[3-(4-ethylsulfanylphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrim idin-5-yl]-pyrrolidin-2-yl}methanol,
{1-[3-(4-butoxyphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5 -yl]-pyrrolidin-2-yl}methanol,
{1-[7-(4-fluorophenyl)-2-methyl-3-(4-methylsulfanylphenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}methanol,
{1-[3-(4-benzoyloxyphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimi din-5-yl]-pyrrolidin-2-yl}methanol,
{1-[7-(4-fluorophenyl)-2-methyl-3-(3-trifluoromethoxyphenyl)-pyrazolo[1,5-a]p yrimidin-5-yl]-pyrrolidin-2-yl}methanol,
{1-[7-(4-fluorophenyl)-2-methyl-3-(4-trifluoromethoxyphenyl)-pyrazolo[1,5-a]p yrimidin-5-yl]-pyrrolidin-2-yl}methanol,
{1-[3-(4-ethylphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5-y l]-pyrrolidin-2-yl}methanol,
{1-[7-(4-fluorophenyl)-2-methyl-3-(4-trifluoromethylphenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}methanol,
1-{4-[7-(4-fluorophenyl)-5-(2-hydroxymethyl-pyrrolidin-1-yl)-2-methyl-pyrazolo [1,5-a]pyrimidin-3-yl]phenyl}-ethanol,
{1-[3-(4-tert-butylphenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin -5-yl]pyrrolidin-2-yl}-methanol,
[1-(2-methyl-7-phenyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(3-fluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolid in-2-yl}-methanol,

{1-[3-(4-chlorophenyl)-2-methyl-7-m-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrroli din-2-yl}-methanol,
{1-[3-benzo[1,3]dioxol-5-yl-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimid in-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[7-(4-fluorophenyl)-3-(4-methoxyphenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin -5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-7-(4-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}methanol,
{1-[3-(4-chlorophenyl)-2-cyclopropyl-7-(3-fluorophenyl)-pyrazolo[1,5-a]pyridin -5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyr idin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-7-(3-fluorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(4-chlorophenyl)-7-(3-chlorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5 -yl]-pyrrolidin-2-yl}-methanol,
{1-[3,7-bis-(4-chlorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(2,4-dichlorophenyl)-2-cyclopropyl-7-(2-fluorophenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
{1-[3-(2,4-dichlorophenyl)-2-cyclopropyl-7-(4-fluorophenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[3-(4-chlorophenyl)-2-methyl-7-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl]-py rrolidin-2-yl}methanol,

(S)-{1-[7-(2-fluorophenyl)-2-(methoxymethyl)-3-(4-methoxyphenyl)-pyrazolo[1 ,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[2-ethoxymethyl-3-(4-methoxyphenyl)-7-(3-tolyl)-pyrazolo[1,5-a]pyrimid in-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[7-(3-chlorophenyl)-2-(methoxymethyl)-3-(4-methoxyphenyl)-pyrazolo[ 1,5-a]pyridin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[7-(4-chlorophenyl)-2-(methoxymethyl)-3-(4-methoxyphenyl)-pyrazolo[ 1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[3-(4-chlorophenyl)-2-(methoxymethyl)-7-(3-fluorophenyl)-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[3-(4-chlorophenyl)-2-(methoxymethyl)-7-(3-methylphenyl)-pyrazolo[1, 5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[2-butyl-7-(3-tolyl)-3-(4-tolyl)-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[2-butyl-3-(p-tolyl)-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol,
(S)-{1-[2-propyl-3-(p-tolyl)-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyridin-5 -yl]-pyrrolidin-2-yl}-methanol and
(S)-{1-[2-propyl-7-(m-tolyl)-3-(p-tolyl)-pyrazolo[1,5-a]pyrimidin-5-yl]-pyrrolidin-2-yl}-methanol.
【Claim 6】
The compound, the prodrug thereof, the isomer thereof, the pharmaceutically

acceptable salt thereof, the hydrate thereof or the solvate thereof according to claim 1, wherein the compound is represented by Chemical Formula 4: [Chemical Formula 4]
R6~0 R
WN N^R15
Rs nr Rio
R9
wherein
R1 is selected from a group consisting of methyl, ethyl, propyl, butyl, isobutyl, difluoromethyl, trifluoromethyl, cyclopropyl, ethoxymethyl, methoxymethyl and ethoxyethyl;
each of R3, R4 and R5 is independently selected from a group consisting of
hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, methyl, ethyl, propyl, isopropyl,
butyl, tert-butyl, methoxy, ethoxy, propoxy, isopropoxy, butoxy, hydroxymethyl,
hydroxyethyl, trifluoromethyl, difluoromethyl, fluoromethyl, trifluoromethoxyvinyl, vinyl,
acetylenyl, carboxyl, methoxycarbonyl, ethoxycarbonyl, acetyl, methylsulfanyl,
ethylsulfanyl, methylsulfonyl, methylsulfonylamino, cyclopropylaminosulfonyl,
methylaminosulfonyl, ethylaminosulfonyl, dimethylaminocarbonyl,
diethylaminocarbonyl, methylcarbonylamino, methylsulfamoyl, phenylmethyl, phenylethyl, phenylmethoxy, phenylacetyl, aminosulfonyl, methylaminosulfonyl, ethylaminosulfonyl, dimethylamino, diethylamino, cyclopropylamino and methylthio, or two selected from R3 through R5 form a 5- to 7-membered ring fused with an aryl

group together with the carbon atoms to which they are bound and the ring includes 0-2 double bonds and contains 0-2 N, O or S atoms;
each of R8, R9 and R10 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, methyl, ethyl, propyl, butyl, isopropyl, methoxy, ethoxy, propoxy, isopropoxy, hydroxymethyl, trifluoromethyl, difluoromethyl, fluoromethyl, trifluoromethoxyvinyl and acetylenyl; and
each of R12 and R15 is independently selected from a group consisting of hydrogen, methyl, ethyl, propyl, methoxy, ethoxy and hydroxy.
【Claim 7】
The compound, the prodrug thereof, the isomer thereof, the pharmaceutically acceptable salt thereof, the hydrate thereof or the solvate thereof according to claim 6, wherein:
R1 is selected from a group consisting of methyl, ethyl, propyl, butyl, isobutyl, trifluoromethyl, cyclopropyl, ethoxymethyl, methoxymethyl and ethoxyethyl;
each of R3, R4 and R5 is independently selected from a group consisting of hydrogen, fluoro, chloro, nitro, cyano, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, methoxy, ethoxy, propoxy, methylenedioxy, isopropoxy, hydroxymethyl, hydroxyethyl, trifluoromethyl, difluoromethyl, fluoromethyl, trifluoromethoxyvinyl, acetylenyl, carboxyl, methoxycarbonyl, ethoxycarbonyl, acetyl, methylsulfonyl, methylsulfamoyl, phenylmethyl, phenylethyl and methylthio, or two selected from R3 through R5 form a 5- to 7-membered ring fused with an aryl group together with the carbon atoms to which they are bound and the ring includes 0-2 double bonds and contains 0-2 N, O

or S atoms; and
each of R8, R9 and R10 is independently selected from a group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, cyano, methyl, ethyl, propyl, butyl, isopropyl, methoxy, ethoxy, propoxy, isopropoxy, butoxy, hydroxymethyl, trifluoromethyl, difluoromethyl, fluoromethyl, trifluoromethoxyvinyl and acetylenyl.
【Claim 8】
The compound, the prodrug thereof, the isomer thereof, the pharmaceutically acceptable salt thereof, the hydrate thereof or the solvate thereof according to claim 6, wherein the compound is selected from a group consisting of:
2-{[3-(4-methoxyphenyl)-2-methyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a] pyrimidin-5-yl]-methylamino}-ethanol,
2-{[3-benzo[1,3]dioxol-5-yl-2-ethoxymethyl-7-(3-methoxyphenyl)-pyrazolo[1,5 -a]pyrimidin-5-yl]-methylamino}-ethanol,
2-{[7-(3-fluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-methyl amino}-ethanol,
2-{[7-(4-fluorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-methyl amino}-ethanol,
2-{[7-(3-chlorophenyl)-2-methyl-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-amino} -ethanol,
2-[2-ethoxymethyl-3-(4-methoxyphenyl)-7-(3-trifluoromethylphenyl)-pyrazolo[ 1,5-a]pyrimidin-5-yl]-methylamino}-ethanol,
2-{[2-ethoxymethyl-7-(4-fluorophenyl)-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-

amino}-ethanol,
2-{3-benzo[1,3]dioxol-5-yl-2-ethoxymethyl-7-(3-trifluoromethylphenyl)-pyrazol o[1,5-a]pyrimidin-5-yl]-methylamino}-ethanol,
2-{[3-benzo[1,3]dioxol-5-yl-7-(3-chlorophenyl)-2-ethoxymethyl-pyrazolo[1,5-a] pyrimidin-5-yl]-methylamino}-ethanol,
2-{[2-ethoxymethyl-7-(3-fluorophenyl)-3-p-tolyl-pyrazolo[1,5-a]pyrimidin-5-yl]-methylamino}-ethanol,
2-{[2-ethoxymethyl-3-p-tolyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyrimi din-5-yl]-methylamino}-ethanol,
2-{[2-butyl-3-p-tolyl-7-(3-trifluoromethylphenyl)-pyrazolo[1,5-a]pyrimidin-5-yl]-methylamino}-ethanol,
2-{[3-(4-chlorophenyl)-2-ethoxymethyl-7-(4-fluorophenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-methylamino}-ethanol,
2-{[3-(4-chlorophenyl)-2-ethoxymethyl-7-(3-fluorophenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-methylamino}-ethanol,
2-{[3-(4-chlorophenyl)-2-ethoxymethyl-7-(3-trifluoromethylphenyl)-pyrazolo[1, 5-a]pyrimidin-5-yl]-methylamino}-ethanol,
2-{[3-(4-chlorophenyl)-2-methoxymethyl-7-(3-trifluoromethylphenyl)-pyrazolo[ 1,5-a]pyrimidin-5-yl]-methylamino}-ethanol,
2-{[3-(4-chlorophenyl)-7-(4-fluorophenyl)-2-methoxymethyl-pyrazolo[1,5-a]pyr imidin-5-yl]-methylamino}-ethanol,
2-{[3-(4-chlorophenyl)-7-(3-fluorophenyl)-2-methoxymethyl-pyrazolo[1,5-a]pyr imidin-5-yl]-methylamino}-ethanol,
2-{[2-methoxymethyl-3-(4-methoxyphenyl)-7-(3-trifluoromethylphenyl)-pyrazol

o[1,5-a]pyrimidin-5-yl]-methylamino}-ethanol,
2-{[3-(4-chlorophenyl)-2-ethoxymethyl-7-(4-fluorophenyl)-pyrazolo[1,5-a]pyri midin-5-yl]-ethylamino}-ethanol and
2-{[3-(4-chlorophenyl)-2-methoxymethyl-7-(m-tolyl)-pyrazolo[1,5-a]pyrimidin-5 -yl]-methylamino}-ethanol.
【Claim 9】
A pharmaceutical composition comprising the compound, the prodrug thereof, the isomer thereof, the pharmaceutically acceptable salt thereof, the hydrate thereof or the solvate thereof according to any one of claims 1 to 8.
【Claim 10】
The pharmaceutical composition according to claim 9, wherein the pharmaceutical composition is for preventing or treating a disease mediated by the cannabinoid receptor-1.
【Claim 11】
The pharmaceutical composition according to claim 10, wherein the disease mediated by the cannabinoid receptor-1 is at least one selected from a group consisting of inflammatory pain, psycopathy, anxiety, depression, attention deficiency, memory or cognitive disorder, neuropathic pain disorder, sexual dysfunction, impulse control disorder, obesity, neurological or obsessive eating

disorder, cancer, morning sickness, nausea, gastric ulcer, diabetes, hypertension, hyperlipidemia, valvular heart disease, myocardial infarction, cardiomegaly and congestive heart failure.
【Claim 12】
The pharmaceutical composition according to claim 10, wherein the disease mediated by the cannabinoid receptor-1 is obesity.
【Claim 13】
The pharmaceutical composition according to claim 12, wherein the pharmaceutical composition prevents or treats obesity through control of appetite, facilitation of energy metabolism or regulation of processes related with fat metabolism.
【Claim 14】
A method for preparing pyrazolo[1,5-a]pyrimidine having an aryl substituent bound at 7-position, comprising reacting aminopyrazole and a diketoester in a pyridine solvent, wherein at least one of the aminopyrazole and the diketoester contains an aryl group.
【Claim 15】
A pyrazolo[1,5-a]pyrimidine compound having an aryl substituent bound at

7-position prepared by the method for preparing pyrazolo[1,5-a]pyrimidine having an aryl substituent bound at 7-position according to claim 14, a prodrug thereof, an isomer thereof, a pharmaceutically acceptable salt thereof, a hydrate thereof or a solvate thereof.