Patent ID: 6770786
Filing Date: 2004-08-03
Classification: C07C

Abstract:
A process for the preparation of (E)-N-methyl-N-(1-naphthylmethyl)-6,6-dimethylhept-2-ene-4-ynyl-1-amine of formula (I) or an acid addition salt thereof, which comprises reacting a secondary alcohol of formula (IV) with hydrochloric acid to obtain a compound of formula (IIIb) having an E:Z isomer ratio of 3.3-3.4:1,reacting the compound of formula (IIIb) with a secondary amine of formula (II) in an aliphatic ketone-type solvent in the presence of a base and optionally an iodide salt catalyst to obtain a reaction mixture comprising E and Z isomers of the compound of formula (I) in base form and in a ratio of E and Z isomers of 3.3-3.4:1,adding aqueous hydrochloric acid directly to the reaction mixture to obtain a precipitate of the hydrochloride salt of the compound of formula (I), separating the precipitated hydrochloride salt, and optionally liberating the compound of formula (I) in base form and converting said liberated base into a pharmaceutically acceptable acid addition salt.