Patent ID: 6114534
Filing Date: 2000-09-05
Classification: C07D

Abstract:
A process for preparing the compound of Formula I, ##STR35## in either the E-form, the Z-form or a mixture thereof, wherein n is 2, 3, 4 or 5;L is ortho-, meta- or para-phenylene;each R.sup.a is hydrogen or the two together form a double bond; andR is (3-12C)alkyl, (3-12C)alkenyl, (3-12C)alkynyl, 2-phenylcyclopropyl or R.sup.b -(1-6C)alkyl in which R.sup.b is (3-8C)cycloalkyl, phenyl, tetrahydropyranyl, morpholino, piperidino or pyrrolidino wherein a phenyl group of the radical R may bear a 4-substituent selected from halo, (1-2C)alkyl and (1-2C)alkoxy; a cyclohexyl group of the radical R may bear a 4-substituent selected from (1-2C)alkyl and (1-2C)alkoxy; and in which one or two methylene groups of a (3-12C)alkyl, (3-12C)alkenyl, (3-12C)alkynyl, or the alkyl portion of R.sup.b -(1-6C)alkyl may be replaced by an oxy group; and further provided that at least two carbon atoms separate any oxygens or nitrogens in the residue --NHR;or a pharmaceutically acceptable salt thereof, which comprises(A) condensing a ketone of Formula III ##STR36## with a phosphorane of Formula IV(C.sub.6 H.sub.5).sub.3 P.dbd.CH--(CH.sub.2).sub.n --COO.sup.- M.sup..sym.I Vin which M is an alkali or alkaline earth metal, followed by acidification; or(B) for a compound of Formula I in which the two R.sup.a groups together form a double bond (an oxazole), dehydrogenating a corresponding compound of Formula I in which each R.sup.a is hydrogen (an oxazoline);whereafter, for any of the above procedures, when a pharmaceutically acceptable salt of a compound of Formula I is required, it is obtained by reacting the acid of Formula I with a physiologically acceptable base or by reacting a basic compound of Formula I with a physiologically acceptable acid or by any other conventional procedure;and wherein, unless otherwise specified, the values and groups n, L, R.sup.a and R and their components have any of the values defined above.