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Palladium-catalyzed amino group arylation of 1,3-disubstituted 1H-pyrazol-5-amine based on Buchwald–Hartwig reaction

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Chemistry of Heterocyclic Compounds Aims and scope

An efficient Pd-catalyzed C–N bond formation for the synthesis of different pyrazole derivatives using XPhos as a ligand and KOH as a base is presented. The developed procedure can be successfully applied for the synthesis of 5-N-aryl-1,3-disubstituted 1H-pyrazol-5-amines. Contrary to previously described procedures, this one proceeds in one step utilizing commercially available aminopyrazoles and aryl halides. Thus, a series of 5-N-aryl-1,3-disubstituted 1H-pyrazol-5-amines were obtained with satisfactory yields under optimized reaction conditions.

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This work was supported by Department of Chemistry, Faculty of Food Technology, University of Agriculture in Krakow, Poland (project No. 070012-D020).

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Authors and Affiliations

  1. Department of Biotechnology and General Technology of Food, Faculty of Food Technology, University of Agriculture in Krakow, 122 Balicka St., 30-149, Krakow, Poland

    Mateusz Kucharek

  2. Faculty of Materials Engineering and Physics, Cracow University of Technology, 1 Podchorążych St., 30-048, Krakow, Poland

    Andrzej Danel

Authors
  1. Mateusz Kucharek
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  2. Andrzej Danel
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Correspondence to Mateusz Kucharek.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(6), 633–639

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Kucharek, M., Danel, A. Palladium-catalyzed amino group arylation of 1,3-disubstituted 1H-pyrazol-5-amine based on Buchwald–Hartwig reaction. Chem Heterocycl Comp 57, 633–639 (2021). https://doi.org/10.1007/s10593-021-02961-z

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  • DOI: https://doi.org/10.1007/s10593-021-02961-z

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