A PROCESS FOR THE SYNTHESIS OF CINACALCET HYDROCHLORIDE

摘要

There is described a process for the preparation of cinacalcet hydrochloride (I) which includes the steps of: a) reacting (R)-(+)-1-(1-naphthyl)ethylamine (II) with 3-[3-(trifluoromethyl)phenyl]propenaldehyde (III) to afford the non isolated intermediate (R)-N-[3-[3-(trifluoromethyl)phenyl]-2-propenylimino-N-[1-(1 - naphthyi)ethy!amine (IV); b) reducing the non isolated intermediate (R)-N-[3-[3-(trifluoromethyl)phenyl]-2-propenylimine-N-[-1 -(1 -naphthyl)ethylamine (IV) with a sequential addition of: - a solution of sodium borohydride, methanol and a base, - oxalic acid and - a base to obtain (R)-N-[3-[3-(trifluoromethyl)phenyl]-2- propenyl]-1-(1-naphthyl)ethylamine (V) by passing through the precipitation of the oxalate salt of compound (V) after the addition of oxalic acid; c) hydrogenating (R)-N-[3-[3-(trifluoromethyl)phenyl]-2-propenyl]-1 -(1 - naphthyl)ethylamine (V) thus obtaining (R)-N-(3-(3- (trifluoromethyl)phenyl]propyij-i-(i -naphthyl)ethylamine cinacalcet base (Vl), which is retaken in ethyl acetate; and d) treating the- solution of cinacalcet base (Vi) in ethyl acetate with hydrochloric acid to afford cinacalcet hydrochloride (I).