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Title:
PROCESS FOR PREPARING LEVETIRACETAM AND RACEMIZATION OF (R)- AND (S)-2-AMINO BUTYNAMIDE AND THE CORRESPONDING ACID DERIVATIVES
Document Type and Number:
WIPO Patent Application WO2006103696
Kind Code:
B1
Abstract:
Process for the preparation of (S)-(-)-alpha--ethyl-2-oxo-1-pyrrolidineacetamide of Formula (I), comprising the steps of (i) resolution of racemic 2-amino butyramide with L-(+)-tartaric acid either in alcoholic solvents like methanol, isopropanol, ethanol or in water or mixture of water-alcohol to provide (S)-(+)-2-amino butyramide tartarate salt; and ii)direct conversion of (S)-(+)-2-amino butyramide tartarate salt and 4-halobutryl chloride in presence of inorganic or organic base in suitable solvent and drying agents yielded the desired (S)-(-)-alpha--ethyl-2-oxo-1-pyrrolidineacetamide (I). Further (S)-(+)-2-aminlo butyramide tartarate salt is converted to (S)-(+)-2-amino butyramide hydrochloride salt, by reacting with an inorganic or organic base in a suitable solvent followed by reaction with HCl gas in an appropriate solvent. The preparation of (S)-(+)-2-amino butyramide hydrochloride salt, which is an intermediate for Levetiracetam, is prepared from (S)-(+)-2-amino butyramide tartarate salt in presence of inorganic base selected from potassium carbonate or hydroxide, sodium carbonate or hydroxide, ammonia gas, and organic base selected from triethyl amine, DMAP, and the like and a suitable solvent selected from methanol, isopropanol, ethanol or in water or mixture of water-alcohol.

Inventors:
MANDAL ARUN KANTI (IN)
MAHAJAN SATISH WASUDEO (IN)
GANGULY PINTOO (IN)
CHETIA APURBA (IN)
CHAUHAN NITESH DOLATRAM (IN)
BHATT NILAY DILIPKUMAR (IN)
BARIA REENABEN RATANSING (IN)
Application Number:
IN2006000020W
Publication Date:
June 07, 2007
Filing Date:
January 20, 2006
Export Citation:
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Assignee:
RUBAMIN LTD (IN)
MANDAL ARUN KANTI (IN)
MAHAJAN SATISH WASUDEO (IN)
GANGULY PINTOO (IN)
CHETIA APURBA (IN)
CHAUHAN NITESH DOLATRAM (IN)
BHATT NILAY DILIPKUMAR (IN)
BARIA REENABEN RATANSING (IN)
International Classes:
C07D207/27
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