Patent ID: 6040450
Filing Date: 2000-03-21
Classification: C07D

Abstract:
A process for making a compound of formula I ##STR44## wherein: R.sup.1 is selected from the group consisting of(a) CH.sub.3,(b) NH.sub.2,(c) NHC(O)CF.sub.3,(d) NHCH.sub.3 ;Ar is a mono-, di-, or trisubstituted phenyl or pyridinyl (or the N-oxide thereof), wherein the substituents are chosen from the group consisting of(a) hydrogen,(b) halo,(c) C.sub.1-4 alkoxy,(d) C.sub.1-4 alkylthio,(e) CN,(f) C.sub.1-4 alkyl,(g) C.sub.1-4 fluoroalkyl, andR.sup.2 is chosen from the group consisting of(a) F, Cl, Br, I,(b) CN,(c) azidecomprising reacting a compound of formula 12 ##STR45## wherein X is a halogen belonging to the group consisting of iodide, chloride, bromide and fluoride;with magnesium in the presence of a solvent/co-solvent mixture to yield a compound of formula 13 ##STR46## reacting the compound of formula 13 with a compound of formula 9 ##STR47## to yield a compound of formula 15 ##STR48## and oxidizing the compound of formula 15 using an oxidizing agent and optionally a catalyst under acid conditions to yield a compound of formula ##STR49## condensing a compound of formula A1 or A2 ##STR50## under acidic conditions, and optionally in the presence of a non-reactive solvent and in the presence of an ammonium reagent, with compound 5 to yield a compound of Formula I.