Improved process for pyrimidinone compounds

摘要

This invention relates to a process for the preparation of pyrimidinone compounds of the formula wherein Ar is an optionally substituted aryl or heteroaromatic moiety, R<3> is an optionally substituted alkyl, alkenyl, alkynyl, (C1-C6)alkoxy (C2-C6)alkyl or silyl (C3-C6)alkynyl, R<5> is a hydrogen atom, halo, cyano or an optionally substituted alkyl, alkenyl, alkynyl, alkoxy or alkylthio, and R<6> is a hydrogen atom, cyano, or an optionally substituted alkyl, cycloalkyl, alkenyl, alkynyl, aryl, aralkyl or heteroaryl. The process comprises reaction of an amidine and a malonic acid derivative to give a hydroxypyrimidinone followed by conversion of the resulting hydroxypyrimidinone to a sulfonyloxypyrimidinone followed by reaction of the resulting sulfonyloxypyrimidinone with an organometallic reagent to give the desired pyrimidinone. The hydroxypyrimidinones, wherein R<6> is hydroxy and sulfonyloxypyrimidinones wherein R<6> is a substituted sulfonyloxy moiety, are themselves new and useful intermediates in the preparation of the desired pyrimidinones.