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-methoxy- 1,2,5,6-tetrahydropyridine (formula II) to a catalytic hydrogenation pro...
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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-methoxy- 1,2,5,6-tetrahydropyridine (formula II) to a catalytic hydrogenation process in an organic solvent, using as catalyst platinum oxide, platinum on activated carbon or rhodium on aluminium oxide, as 1 to 10% with respect to the tetrahydropyridine, at pressures of between 1 and 100 atmospheres and temperatures between 10 degree C and 100 degree C. 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 gastric voiding 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-PIPERIDINIZIL]BENZAMIDA. CONSISTE EN SOMETER LA 4-[4(AMINO-5-CLORO-2-METOXI)-BENZAMIDO]1-[3-(4-FLUOROFENOXI) PROPIL]-3-METOXI-1,2,5,6-TETRAHIDROPIRIDINA (FORMULA II) A UN PROCESO DE HIDROGENACION CATALICITA EN UN DISOLVENTE ORGANICO, UTILIZANDO UN CATALIZADOR DE OXIDO DE PLATINO, PLATINO SOBRE CARBON ACTIVADO O RODIO SOBRE OXIDO DE ALUMINIO, EN UN 1 A 10% RESPECTO A LA TETRAHIDROPIRIDINA, A PRESIONES COMPRENDIDAS ENTRE 1 Y 100 ATMOSFERAS Y TEMPERATURAS ENTRE 10GC Y 100GC. EL PRODUCTO OBTENIDO CIS-4-AMINO-5-CLORO-2-METOXI-N-[1-[3-(4-FLUOROFENOXI) PROPIL]-3-METOXI-4-PIPERIDINIZIL]BENZAMIDA (FORMULA I) TIENE INTERESANTES PROPIEDADES TERAPEUTICAS COMO AGENTE PROCINETICO GASTROINTESTINAL PARA EL TRATAMIENTO DEL REFLUJO GASTROESOFAGICO, VACIADO GASTRICO RETARDADO Y PSEUDO-OBSTRUCCION INTESTINAL. |
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