A Novel Method for the Large Scale Synthesis of Cinacalcet Hydrochloride Using Iron Catalyzed C-C Coupling

A novel synthetic route for commercial preparation of cinacalcet hydrochloride (1), a calcimimetic agent and calcium-sensing receptor antagonist, is described. Our synthetic approach involves the preparation of cinacalcet using C-C bond formation catalyzed by iron acetylacetonate/NMP complex with aryl Grignard reagent benzotrifluoride magnesium bromide (8) and alkenyl halide N-chloropropene naphthylethylamine (6).