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Synthesis of 4-heteryl-substituted derivatives of methylpyrazolo[1,5-a]pyrazine-4-carboxylates

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Chemistry of Heterocyclic Compounds Aims and scope

Methylpyrazolo[1,5-a]pyrazine-4-carboxylates were synthesized by palladium-catalyzed carbonylation of 4-chloropyrazolo[1,5-a]-pyrazines at elevated pressure and converted via nitrile intermediates to the corresponding amidoximes and amidines. Cyclocondensation of the obtained amidoximes with trifluoroacetic anhydride or ethyl chloroformate and amidines with acetoacetate or ethyl ethoxymethylidenemalonate were used to synthesize new 4-(1,2,4-oxadiazolyl)- and 4-(pyrimidin-2-yl)-substituted pyrazolo[1,5-a]pyrazines.

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, Kyiv, 02094, Ukraine

    Nazar M. Tsizorik, Yevhenii V. Hrynyshyn, Anna R. Musiychuk, Andriy V. Bol’but & Mikhailo V. Vovk

  2. National University “Kyiv-Mohyla Academy”, 2 Hrygorija Skovorody St, Kyiv, 04655, Ukraine

    Yevhenii V. Hrynyshyn

  3. Enamine Ltd, 78 Chervonotkatska St, Kyiv, 02094, Ukraine

    Andriy V. Bol’but & Maxim А. Nechayev

Authors
  1. Nazar M. Tsizorik
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  2. Yevhenii V. Hrynyshyn
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  3. Anna R. Musiychuk
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  4. Andriy V. Bol’but
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  5. Maxim А. Nechayev
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  6. Mikhailo V. Vovk
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Correspondence to Yevhenii V. Hrynyshyn.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(12), 1554–1559

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Tsizorik, N.M., Hrynyshyn, Y.V., Musiychuk, A.R. et al. Synthesis of 4-heteryl-substituted derivatives of methylpyrazolo[1,5-a]pyrazine-4-carboxylates. Chem Heterocycl Comp 56, 1554–1559 (2020). https://doi.org/10.1007/s10593-020-02849-4

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  • DOI: https://doi.org/10.1007/s10593-020-02849-4

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