Process for the Manufacture of Flecainide

The invention describes an improved process for the manufacture of a Flecainide intermediate viz N-(pyridin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide (II). It consists of reacting 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid with an acid chloride in a solvent mixture in presence of a base at...

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Hauptverfasser: CHOWDHARY ANIL SHANKAR, CHAWLA HARMANDER PAL SINGH, JOSHI VIPUL NARBHESHANKAR, LIMBAD PIYUSH BHIKHUBHAI, JHA RAJESH JAGANNATHBHAI
Format: Patent
Sprache:eng
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Zusammenfassung:The invention describes an improved process for the manufacture of a Flecainide intermediate viz N-(pyridin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide (II). It consists of reacting 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid with an acid chloride in a solvent mixture in presence of a base at −10 to −50° C. The resulting mixed anhydride is then condensed with 2-aminomethylpyridine at −10 to −40° C. and the resulting product after aqueous workup is purified by crystallization. This affords the intermediate II in vastly improved yields and quality. The intermediate II on catalytic hydrogenation affords N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide (Flecainide), isolated as its acetate.