Process for preparing 1,2,3,4,6,7,8,12b-octahydro-6-oxo-7-phthalimido-pyrido ¬2,1-a¾ benzazepine-4-carboxylic acids and simlar compounds as intermediates for inhibitors of enkephalinase and angiotension converting enzyme and some novel 1-(3-aryl-2-phthalimidopropanolyl)-1,2,3,4-tetrahydropyridine-carbonitriles as intermediates therefor

摘要

A process for preparing a compound of the formula 2456 ד' בשבט התשס" א - January 28, 2001 wherein G completes an aromatic ring selected from the group consisting of wherein X1 is selected from the group consisting of S and NH; X2 is selected from the group consisting of S, O, and NH; and R is selected from the group consisting of hydrogen, hydroxy, phenyl, and C1-C4 alkoxy; comprising: (a) reacting a 2-phthalimido-3- aryl propanoic acid derivative of the formula 2457 ד' בשבט התשס" א - January 28, 2001 wherein A is selected from the group consisting of -OH, -Cl, -Br, anhydride, mixed anhydride, and activated ester; Ar is a radical selected from the group consisting of wherein X1 is selected from the group consisting of S and NH; X2 is selected from the group consisting of S, O, and NH; and R is selected from the group consisting of hydrogen, hydroxy, phenyl and C1-C4 alkoxy; with 2-cyano- 1, 2, 3, 4-tetrahydro-pyridine to give a 2-cyano-1,2,3,4-tetrahydro- pyridine derivative of the formula wherein Ar is as defined above; (b) reacting the 2-cyano-1, 2, 3, 4 - tetrahydro-pyridine derivative with an appropriate cyclizing acid to give a 4-cyano 1, 2, 3, 4, 6, 7, 8, 12b-octahydro- 6-oxopyrido [2, 1- a] [2] benzazepine of the formula 2458 ד' בשבט התשס" א - January 28, 2001 wherein G is as defined above; (c) hydrolyzing the 4-cyano- 1, 2, 3, 4, 6, 7, 8, 12b - octahydro-6- oxopyrido [2, 1-a] [2] benzazepine. Claimed as new are compounds of the formula wherein Ar is a radical selected from the group consisting of 2459 ד' בשבט התשס" א - January 28, 2001 wherein X1 is selected from the group consisting of S and NH; X2 is selected from the group consisting of S, O, and NH; and R is selected from the group consisting of hdyrogen, hydroxy, phenyl, and C1-C4 alkoxy.