Patent ID: 6541639
Filing Date: 2003-04-01
Classification: C07D

Abstract:
A process for making a compound of Formula III wherein:in Formula III, from 0-1 of the carbon atoms of the 6-membered ring are replaced with N; comprising: reacting an aniline of Formula IV with an azole of Formula V in the presence of Cu(I)X1 and a bidentate ligand: â€ƒwherein: in Formula IV, from 0-1 of the carbon atoms are replaced with N; X1 is selected from Cl, Br, I, and SCN; X2 is selected from Br or I; R1 is selected from H, Cl, F, Br, I, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylene-Oâ€”C1-4 alkyl, NH2, NH(C1-4 alkyl), N(C1-4 alkyl)2, C1-4 alkylene-NH2, C1-4 alkylene-NH(C1-4 alkyl), C1-4 alkylene-N(C1-4 alkyl)2, C3-10 carbocycle substituted with 0-2 R3, and 5-6 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from N, O, and S and substituted with 0-2 R3; R2 is selected from H, Cl, F, Br, I, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylene-Oâ€”C1-4 alkyl, NH2, NH(C1-4 alkyl), N(C1-4 alkyl)2, C1-4 alkylene-NH2, C1-4 alkylene-NH(C1-4 alkyl), C1-4 alkylene-N(C1-4 alkyl)2, C3-10 carbocycle substituted with 0-2 R3, and 5-6 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from N, O, and S and substituted with 0-2 R3; R3 is selected from Cl, F, Br, I, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylene-Oâ€”C1-4 alkyl, NH2, NH(C1-4 alkyl), N(C1-4 alkyl)2, C1-4 alkylene-NH2, C1-4 alkylene-NH(C1-4 alkyl), C1-4 alkylene-N(C1-4 alkyl)2, and NO2; r is 1 or 2; and, the bidentate ligand is a hydrolytically stabile ligand that is known to ligate with Cu(I) and comprises two heteroatoms selected from N and O.