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Note | Regular issue | Vol 51, No. 10, 1999, pp.2445-2451
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8635
Synthesis of Trifluoromethylpyrimidines from Fluorinated En-aminodiketones

Mustapha Soufyane, Sarah van den Broek, Layachi Khamliche, and Catherine Mirand*

*Laboratoire de Transformations et Synthèse de Substances Naturelles, UPRESA/CNRS 6013, Université de Reims-Champagne-Ardenne, Faculté de Pharmacie, 51, rue Cognacq-Jay, F-51096 Reims Cédex, France

Abstract

4-Trifluoromethylpyrimidines (2,7) were easily synthesized by reaction of enamino diketones (1,6) with N,N-dimethylguanidine, O-methylisourea or guanidine. The 4,6-bistrifluoromethylpyrimidine (11) was obtained from 10 and O-methylisourea. Hydrolysis of the 2-methoxypyrimidines (2c,7c,12) gave the 4-hydroxypyrimidones (3,8,13).