Trifluoromethyl‐Substituted Di‐ and Tetrahydroazolopyrimidines.

Abstract

Fused pyrimidine derivatives R 0515Trifluoromethyl-Substituted Di-and Tetrahydroazolopyrimidines. -Condensation of aminoazoles with butenone (II) provides stereoselective access to tetrahydroazolopyrimidine derivatives [cf. (III), (VI)] or corresponding dihydro derivatives [cf. (IV), (VII)] under more severe conditions. -(DESENKO, S. M.; GLADKOV, E. S.; NENAIDENKO, V. G.; SHISHKIN, O. V.; SHISHKINA, S. V.; Chem.

Synthesis of N-substituted 7-aryl-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxamides

“…An example of such reactions leading to the formation of pyrimidine derivatives is the three-component Biginelli reaction. It was originally proposed for the synthesis of pyrimidinones from aromatic aldehydes, urea, and ethyl acetoacetate [1,2]; at present, this reaction is successfully used for the preparation of various fused pyrimidines, in particular azolopyrimidines [3][4][5].…”

“…An example of such reactions leading to the formation of pyrimidine derivatives is the three-component Biginelli reaction. It was originally proposed for the synthesis of pyrimidinones from aromatic aldehydes, urea, and ethyl acetoacetate [1,2]; at present, this reaction is successfully used for the preparation of various fused pyrimidines, in particular azolopyrimidines [3][4][5].We previously reported on the three-component Biginelli reaction of N,N-dimethyl(diethyl)-3-oxobutanamide with formation of a fused heterocyclic system, namely tetrazolopyrimidines containing a dialkylcarbamoyl group [6]. While continuing studies in this field we made an attempt to synthesize new fused heterocyclic systems by extending the series of aromatic aldehydes reacting with N,N-dialkyl-3-oxobutanamides and tetrazol-5-amine.…”