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US 5,091,567 AGranted
Process for the preparation of 1-aminomethyl-1-cyclohexaneacetic acid
AssigneeGodecke Aktiengesellschaft
InventorsWolfram Geibel, Johannes Hartenstein, Wolfgang Herrmann, Joachim Witzke
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Abstract
The instant invention concerns a novel process for the preparation of 1-aminomethyl-1-cyclohexaneacetic acid (gabapentin), a known compound useful for treating certain cerebral diseases such as epilepsy and dizziness.
Claims14
A process for the preparation of ##STR6## which comprises:
- (a) reacting cyclohexanone with a phosphonoacetic acid ester and a base to produce the corresponding cyclohexylideneacetic acid ester,
- (b) reacting the cyclohexylideneacetic acid ester from Step (a) with nitromethane in the presence of a basic catalyst to produce the corresponding 1-nitromethyl-1-cyclohexaneacetic acid ester,
- (c) reducing the 1-nitromethyl-1-cyclohexaneacetic acid ester from Step (b) with hydrogen in the presence of a noble metal catalyst to the corresponding 1-aminomethyl-1-cyclohexaneacetic acid ester and 2-aza-spiro[4,5]-decan-3-one,
- (d) converting the products of Step (c), 1-aminomethyl-1-cyclohexaneacetic acid ester and 2-aza-spiro[4,5]-decan-3-one, into 1-aminomethyl-1-cyclohexaneacetic acid salt using a dilute acid, and
- (e) converting the salt from Step (d) to the 1-aminomethyl-1-cyclohexaneacetic acid.
2 more elements
Dependencies are inferred from the claim text.