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An Improved Process For Preparation Of Pure Lacosamide

Abstract: ABSTRACT AN IMPROVED PROCESS FOR PREPARATION OF PURE LACOSAMIDE The present invention provides an improved process for preparation of pure lacosamide and intermediates thereof. The process of the present invention provides lacosamide and intermediates thereof having high enantiomeric purity.

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Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
16 November 2020
Publication Number
20/2022
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application

Applicants

GLAND PHARMA LIMITED
GLAND PHARMA LIMITED, SURVEY NO.143 TO 148, 150 & 151, NEAR GANDIMAISAMMA X ROADS, D.P.PALLY, DUNDIGAL MANDAL, RR DISTRICT HYDERABAD, TELANGANA-500 043.

Inventors

1. CHIDAMBARAM SUBRAMANIAN VENKATESAN
GLAND PHARMA LIMITED, SURVEY NO.143 TO 148, 150 & 151, NEAR GANDIMAISAMMA X ROADS, D.P.PALLY, DUNDIGAL MANDAL, RR DISTRICT HYDERABAD, TELANGANA-500 043.
2. SENTHIL KUMAR MOHANRAJ PICHANDI
GLAND PHARMA LIMITED, SURVEY NO.143 TO 148, 150 & 151, NEAR GANDIMAISAMMA X ROADS, D.P.PALLY, DUNDIGAL MANDAL, RR DISTRICT HYDERABAD, TELANGANA-500 043.
3. MAMILLAPALLI KISHORE
GLAND PHARMA LIMITED, SURVEY NO.143 TO 148, 150 & 151, NEAR GANDIMAISAMMA X ROADS, D.P.PALLY, DUNDIGAL MANDAL, RR DISTRICT HYDERABAD, TELANGANA-500 043.
4. RASHEED SHAIK
GLAND PHARMA LIMITED, SURVEY NO.143 TO 148, 150 & 151, NEAR GANDIMAISAMMA X ROADS, D.P.PALLY, DUNDIGAL MANDAL, RR DISTRICT HYDERABAD, TELANGANA-500 043.

Specification

Claims:
1. A process for preparation of compound of formula (1)
comprises;
a) reaction of D-serine with nitrogen protecting reagent to obtain N-protected D-serine,
b) optional isolation of N-protected D-serine,
c) reaction of N-protected D-serine with benzylamine in the presence of alkyl haloformate and organic base to obtain the compound of formula (1),
d) optionally dissolving the compound of formula (1) in organic solvent comprising ester to obtain a solution,
e) addition of ether solvent to the solution obtained in step (d) and
f) isolation of pure compound of formula (1).

2. The process according to claim 1, wherein the compound of formula (1) is obtained from D-serine in in-situ process.
3. A process for preparation of compound of formula (2)
comprises;
a) reaction of compound of formula (1) with methylating agent in presence of inorganic base at -20 to 10°C and

b) isolation of compound of formula (2)
wherein the inorganic base is used in powdered form.
4. The process according to claim 3, wherein the inorganic base is sodium hydroxide, potassium hydroxide and lithium hydroxide.
5. The process according to claim 4, wherein the base is sodium hydroxide.
6. The process according to claim 5, wherein sodium hydroxide is in powder form.
7. A process for preparation of lacosamide comprising a preparation of compound of formula (2)
comprises;
a) reaction of compound of formula (1) with methylating agent in presence of inorganic base at -20 to 10°C and
b) isolation of compound of formula (2)
wherein the inorganic base is used in powdered form.
8. The process according to claim 7, wherein the temperature range is between -8and-12°Cinstep(a).
9. A process for purification of lacsomide comprises;

a) dissolution of crude lacosamide in ester solvent,
b) addition of hydrocarbon solvent to the solution obtained in step (a) and
c) isolation of pure lacosamide.

10. The process according to claim 9, wherein the ester solvent is selected from methylacetate and ethylacetate and the hydrocarbon solvent is selected from n-butane, n-hexane, pentane, heptane and cyclohexane.

Documents

Application Documents

# Name Date
1 202041049841-Form5_As Filed_16-11-2020.pdf 2020-11-16
2 202041049841-Form3_As Filed_16-11-2020.pdf 2020-11-16
3 202041049841-Form2 Title Page_Complete_16-11-2020.pdf 2020-11-16
4 202041049841-Form1_As Filed_16-11-2020.pdf 2020-11-16
5 202041049841-Drawings_As Filed_16-11-2020.pdf 2020-11-16
6 202041049841-Description Complete_As Filed_16-11-2020.pdf 2020-11-16
7 202041049841-Correspondence_As Filed_16-11-2020.pdf 2020-11-16
8 202041049841-Claims_As Filed_16-11-2020.pdf 2020-11-16
9 202041049841-Abstract_As Filed_16-11-2020.pdf 2020-11-16
10 202041049841-FORM 13 [21-10-2024(online)].pdf 2024-10-21
11 202041049841-FORM 18 [05-11-2024(online)].pdf 2024-11-05