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Facile and Efficient Synthesis of a New Class of Pyrazolo[1,5-a]Pyrimidine Derivatives Via One-Pot Multicomponent Reactions

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Chemistry of Heterocyclic Compounds Aims and scope

A novel multicomponent synthesis of highly substituted pyrazolo[1,5-a]pyrimidine derivatives starting from simple and readily available reactants is described. Three-component condensation of 4-(thiazol-2-yldiazenyl)-1H-pyrazole-3,5-diamine with triethyl orthoformate and carbonyl compounds or nitriles containing an activated methylene group gave substituted pyrazolo[1,5-a]pyrimidines. An analogous reaction of 4-(thiazol-2-yldiazenyl)-1H-pyrazole-3,5-diamine with ethyl acetoacetate and benzaldehyde in an effective one-pot process furnished ethyl 2-amino-5-methyl-7-phenyl-3-(thiazol-2-yldiazenyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate.

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Authors and Affiliations

  1. Faculty of Science, Mansoura University, El-Gomhoria St., Mansoura, 35516, Egypt

    A. El-Mekabaty & A. M. Hasel

Authors
  1. A. El-Mekabaty
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  2. A. M. Hasel
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Correspondence to A. El-Mekabaty.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1749-1757, November, 2014.

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El-Mekabaty, A., Hasel, A.M. Facile and Efficient Synthesis of a New Class of Pyrazolo[1,5-a]Pyrimidine Derivatives Via One-Pot Multicomponent Reactions. Chem Heterocycl Comp 50, 1608–1615 (2015). https://doi.org/10.1007/s10593-014-1630-0

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  • DOI: https://doi.org/10.1007/s10593-014-1630-0

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