Synthesis of Alkyl-, Aryl- and Heteroaryl-Substituted 2-[3-Oxo-2,3-dihydro-1H-pyrazol-2-yl]-6(4)-trifluoromethylpyrimidines from β-Alkoxyvinyl Trifluoromethyl Ketones

Helio G. Bonacorso; Demétrius B. Martins; Marcos A. P. Martins; Nilo Zanatta; Alex F. C. Flores

doi:10.1055/s-2005-861824

PAPER

Synthesis of Alkyl-, Aryl- and Heteroaryl-Substituted 2-[3-Oxo-2,3-dihydro-1H-pyrazol-2-yl]-6(4)-trifluoromethylpyrimidines from β-Alkoxyvinyl Trifluoromethyl Ketones

Helio G. Bonacorso*, Demétrius B. Martins, Marcos A. P. Martins, Nilo Zanatta, Alex F. C. Flores
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97.105-900, Santa Maria, RS, Brazil
Fax: +55(55)220 8031; e-Mail: heliogb@base.ufsm.br ;

Abstract

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Abstract

A general method for the synthesis of a novel series of 4-alkyl, 4-aryl, and 4-heteroaryl-substituted 2-[4-(2-hydroxyethyl)-5-methyl-3-oxo-2,3-dihydro-1H-pyrazol-2-yl]-6(4)-trifluoromethylpyrimidines, in 35-80% yields, by cyclocondensation of 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones with 1-amidino-4-(2-hydroxyethyl)-3-methyl-3-pyrazolin-5-one in the presence of anhydrous potassium carbonate, is described.

Key words

trifluoromethyl ketones - pyrazolylpyrimidines - pyrazolinones - pyrimidines - halogenated heterocycles

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References

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