Process for obtaining cis-4-amino-5-chloro-2-methoxy-N-[1- [3-(4-fluorophenoxy)propyl]-3-methoxy-4- piperidinyl]benzamide

Process for obtaining cis-4-amino-5-chloro-2-methoxy-N-[1- [3-(4-fluorophenoxy)propyl]-3-methoxy-4- piperidinyl]benzamide Comprises subjecting 4-[(4-amino-5-chloro-2-methoxy)- benzamido]-1-[3-(4-fluorophenoxy)propyl]-3- methoxypyridinium iodide (formula II) to a reduction process in an organic solve...

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Hauptverfasser: CALDERO GES JOSE MARIA, HUGUET CLOTET, JUAN
Format: Patent
Sprache:eng ; spa
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Zusammenfassung:Process for obtaining cis-4-amino-5-chloro-2-methoxy-N-[1- [3-(4-fluorophenoxy)propyl]-3-methoxy-4- piperidinyl]benzamide Comprises subjecting 4-[(4-amino-5-chloro-2-methoxy)- benzamido]-1-[3-(4-fluorophenoxy)propyl]-3- methoxypyridinium iodide (formula II) to a reduction process in an organic solvent using sodium borohydride as the reducing agent in the presence of particular salts of rhodium, nickel or cobalt. The product obtained, cis-4-amino-5-chloro-2-methoxy-N-[1- [3-(4-fluorophenoxy)propyl]-3-methoxy-4- piperidinyl]benzamide (formula I), has useful therapeutic properties as a gastrointestinal prokinetic agent for the treatment of gastroesophageal reflux, retarded voiding of the stomach and intestinal pseudo-obstruction. PROCEDIMIENTO PARA LA OBTENCION DE LA CIS-4-AMINO-5-CLORO-2-METOXI-N-[1-[3-(4-FLUOROFENOXI) PROPIL]-3-METOXI-4-PIPERIDINIL] BENZAMIDA. CONSISTE EN SOMETER EL YODURO DE 4-[(4-AMINO-5-CLORO-2-METOXI)-BENZAMIDO]-1-[3-(4-FLUOROFENOXI) PROPIL]-3-METOXIPIRIDINIO (FORMULA II) A UN PROCESO DE REDUCCION EN UN DISOLVENTE ORGANICO UTILIZANDO COMO AGENTE REDUCTOR BOROHIDRURO DE SODIO EN PRESENCIA DE CIERTAS SALES DE RODIO, NIQUEL O COBALTO. EL PRODUCTO OBTENIDO CIS-4-AMINO-5-CLORO-2-METOXI-N-[1-[3-(4-FLUOROFENOXI) PROPIL]-3-METOXI-4-PIPERIDINIL] BENZAMIDA (FORMULA I) TIENE INTERESANTES PROPIEDADES TERAPEUTICAS COMO AGENTE PROCINETICO GASTROINTESTINAL PARA EL TRATAMIENTO DEL REFLUJO GASTROESOFAGICO, VACIADO GASTRICO RETARDADO Y PSEUDO-OBSTRUCCION INTESTINAL.