Patent ID: 6114526
Filing Date: 2000-09-05
Classification: C07D

Abstract:
A process for the preparation of compound of formula (I) ##STR130## where one of X, Y and Z represents C.dbd.O or C.dbd.S and one of the remaining of X, Y and Z represents a group C.dbd. and the other of the remaining X, Y and Z represents C.dbd.C; R.sup.1, R.sup.2 and R.sup.3 are substituents either on X, Y or Z or on a nitrogen atom and may be the same or different and represent hydrogen, halogen, hydroxy or nitro, or optionally substituted groups selected from alkyl, cycloalkyl, alkoxy, cycloalkoxy, aryl, aralkyl, heterocyclyl, heteroaryl, heteroaralkyl, acyl, acyloxy, hydroxyalkyl, amino, acylamino, arylamino, aminoalkyl, aryloxy, alkoxycarbonyl, alkylamino, alkoxyalkyl, thioalkyl, alkylthio or carboxylic acid or its derivatives or sulfonic acid or its derivatives with the provision that when R.sup.1, R.sup.2 or R.sup.3 is on a nitrogen atom it does not represent hydrogen, halogen, nitro, carboxylic or sulfonic acid groups; or any two of R.sup.1, R.sup.2 and R.sup.3 along with the adjacent atoms to which they are attached may also form a substituted or unsubstituted cyclic structure of 4 to 7 atoms with one or more double bonds, the cyclic structure may be carbocyclic or may contain one or more heteroatoms selected from oxygen, nitrogen and sulfur; the linking group represented by --(CH.sub.2).sub.n --O-- may be attached either through nitrogen or through X, Y or Z and n is an integer ranging from 1-4: Ar represents an optionally substituted divalent aromatic or heterocyclic group; R.sup.4 represents hydrogen, halogen or lower alkyl group or forms a bond together with the adjacent group A; A represents a nitrogen atom or a group CR.sup.5 where R.sup.5 represents hydrogen, halogen or lower alkyl group or R.sup.5 forms a bond together with R.sup.4 ; B represents an oxygen or a sulfur atom when A is CR.sup.5 and B represents an oxygen atom when A is a nitrogen atom, comprising:a) reacting a compound of formula (XVII) ##STR131## where R.sup.1, R.sup.2 and R.sup.3 are as defined earlier, X represent, C.dbd.O or C.dbd.S and Y represents C.dbd.C; or R.sup.2 and R.sup.3 together with Y form a cyclic structure as defined earlier where X represents C.dbd.O or C.dbd.S, Y represents C.dbd.C and R.sup.1 is as defined earlier, with a compound of formula (XVIII) ##STR132## where Ar, R.sup.4, A, B and n are as defined earlier, D is --CN or --C(OR.sup.7).sub.3 where R.sup.7 is (C.sub.1 -C.sub.4)alkyl, or --C(.dbd.O)--R.sup.8 where R.sup.8 is selected from --OH, Cl, Br, I, --NH.sub.2, --NHR, and OR where R is a lower alkyl group; or R.sup.8 is O--(C.dbd.O)--R.sub.9, where R.sup.9 is a linear or branched (C.sub.1 -C.sub.5) alkyl group and(b) converting a compound of formula (I) into its pharmaceutically acceptable salts, polymorphs, or solvates.