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.
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.
| # | 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 |