Pyrrole–aminopyrimidine ensembles: Cycloaddition of guanidine to acylethynylpyrroles

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Abstract

An efficient method for the synthesis of pharmaceutically prospective pyrrole–aminopyrimidine ensembles (in up to 91% yield) by the cyclocondensation of easily available acylethynylpyrroles with guanidine nitrate has been developed. The reaction proceeds under heating (110–115◦C, 4 h) in the KOH/DMSO system. In the case of 2-benzoylethynylpyrrole, the unexpected addition of the formed pyrrole–aminopyrimidine as N-(NH moiety of the pyrrole ring) and C-(CH of aminopyrimidine) nucleophiles to the triple bond is observed.

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Petrova, O. V., Budaev, A. B., Sagitova, E. F., Ushakov, I. A., Sobenina, L. N., Ivanov, A. V., & Trofimov, B. A. (2021). Pyrrole–aminopyrimidine ensembles: Cycloaddition of guanidine to acylethynylpyrroles. Molecules, 26(6). https://doi.org/10.3390/molecules26061692

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