Patent ID: 8148549
Filing Date: 2012-04-03
Classification: C07D

Abstract:
1. A process for preparing (+)-(S)-N-methyl-3 -(1 -naphthyloxy)-3 -(2-thienyl) propylamine, comprising steps of: (i) performing a Mannich reaction of 2-acetylthiophene, formaldehyde and a methylhydroxylamine of formula, HNCH (ii) reducing the substituted amino ketone of formula (I) enatio selectively to a (S)-methylhydroxylaminopropanol compound of formula (II) (iii) performing a reaction of the (S)-methylhydroxylaminopropanol compound of formula (II) with halonaphthalene to form N-methyl-N-hydroxyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine compound (iv) performing an N, O-cleavage reaction of the N-methyl-N-hydroxyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine compound (III) to form (+)-(S)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl) propylamine, wherein R is a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or an aryl group having 6 to 10 carbon atoms.