Patent ID: 6809214
Filing Date: 2004-10-26
Classification: A61P,C07C,C07D

Abstract:
A process for the production of 3,3-diarylpropylamines of the general formula I whereinR is selected from the group consisting of hydrogen, straight-chained and branched C1-C8 alkyl, Râ€² and Râ€³ can be the same or different and are selected from the group consisting of straight-chained and branched C1-C6 alkyl, the process comprising condensing a compound of general formula 1 wherein R is defined as above, with cinnamic acid to form a compound of the general formula 2a then reacting the compound of general formula 2a with a tertiary chiral amine to form a compound of the general formula 2b subsequently, treating the compound of the general formula 2b by acidification to isolate a compound of formula 3 in crystalline form, which is converted, via an intermediate step of an acid chloride, with continuing ester formation with alcohols of the formula Râ€”OH, wherein R is defined as above, to a compound of the general formula 4 and, in a further reaction step, hydrogenating the compound of the general formula 4 using diisobutylaluminium hydride or lithium tri-tert.-butoxyaluminium hydride, to lactols of general formula 5 and reductively aminating the compound of general formula 5 with primary, secondary or tertiary amines to form compounds of the general formula I wherein R, Râ€² and Râ€³ are defined as above.