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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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