Patent ID: 8598182
Filing Date: 2013-12-03
Classification: A01N,A61P,C07D

Abstract:
1. A process for the preparation of a compound of formula (I) wherein X X Z represents CH or N; L represents H, halogen or C Q represents H, halogen, OR R R R R which comprises: (a) contacting a 2,4,6-trichloropyrimidine (A) or a 2,4,6-trifluoropyrimidine (B) wherein L is as previously defined with an aryl amine of formula (C) wherein X in a polar aprotic solvent in the presence of base to provide 2-arylamino-4,6-dichloropyrimidines of formula (D) and 4-arylamino-2,6-dichloropyrimidines of formula (E) or 2-arylamino-4,6-difluoropyrimidines of formula (F) and 4-arylamino-2,6-difluoropyrimidines of formula (G), respectively, wherein L, X 1 , Y 1  and Z are as previously defined; (b) contacting 2-arylamino-4,6-dichloropyrimidines of formula (D) or 2-arylamino-4,6-diflloropyrimidines of formula (F) with a nucleophile Q in a polar aprotic solvent in the presence of base to provide 2-arylamino-6-chloropyrimidines of formula (H) or 2-arylamino-6-fluoropyrimidines of formula (J), respectively, and wherein X or contacting 4-arylamino-2,6-dihalopyrimidine of formula (E) or (G) with a nucleophile Q in a polar aprotic solvent in the presence of base to provide 4-arylamino-6-halopyrimidines of formula (K) and 4-arylamino-2-halopyrimidines of formula (L) wherein X (c) contacting 2-arylamino-6-chlorophyrimidines of formula (H) or 2arylamino-6-fluoropyrimidines of formula (J) with a hydrazine of the formula R wherein X or contacting 4-arylamino-6-halopyrimidines of formula (K) with a hydrazine of the formula RNHNH 2 in a polar aprotic solvent to provide the compounds of formula (N) wherein X or contacting 4-arylamino-2-halopyrimidines of formula (L) with a hydrazine of the formula RNHNH 2 in a polar aprotic solvent to provide the compounds of formula (O) wherein X (d) contacting the compounds of formula (N), (M) and (O), individually, with an aryl aldehyde of the formula (VIII) wherein X in a polar aprotic solvent to provide the compound of formula (I).