Patent ID: 9029592
Filing Date: 2015-05-12
Classification: A61P,C07B,C07C,C07F

Abstract:
1. A process of making a compound of formula I: the process comprising: a) reducing a carbonyl compound of formula II under asymmetric reduction conditions selected from the group consisting of asymmetric hydrogenation and asymmetric transfer hydrogenation using, formic acid/triethylamine or potassium hydroxide/isopropyl alcohol, in the presence of a suitable catalyst, in a suitable solvent, to provide a compound of formula III: b) reacting the compound of formula III with a C c) reacting the compound of formula IV with a suitable borane, boronic acid or boronic acid ester of the following formula R d) reacting the compound of formula V with a methylene equivalent in the presence of a suitable metal-C e) reacting the carboxaldehyde of formula VI with hydroxylamine, in a suitable solvent, to provide an oxime of formula VII: and f) reacting the oxime of formula VII with an acid, followed by the reaction with N-chlorosuccinimide and ammonium hydroxide, in a suitable solvent, to provide a carboxamidine of formula I: wherein: R R X is bromo or iodo.