abstract |
There is disclosed a process for the preparation of cis-(1S,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthaleneamine hydrochloride i.e. sertraline hydrochloride and the intermediate cis-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthaleneamine hydrochloride, which comprises reacting 4-(3,4-dichlorophenyl)-3,4-dihydro-1-(2H)-naphthalenone with methylamine under reducing atmosphere in presence of reducing metal catalyst such as Raney Nickel to produce the intermediate amine, treating the said amine with hydrogen chloride to produce the corresponding cis and trans amine hydrochloride, isolating and purifying the said amine hydrochloride to obtain the intermediate cis-amine hydrochloride, and converting the said cis-amine hydrochloride into cis-(1S,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthaleneamine hydrochloride, by known process. |