Abstract
A method for the synthesis of previously unknown 5-arylamino-substituted 4-(5-aryloxy-furan-2-yl)pyrimidines containing methyl and methoxy groups at different positions of the aryl substituents was developed. The method is based on the combination of the Buchwald-Hartwig cross-coupling reaction with various anilines and nucleophilic substitution of the nitro group by phenolate anions. All the new compounds were screened against 15 different pathogenic bacterial strains. 4-[5-(3,4,5-Trimethoxyphenoxy)furan-2-yl]-substituted pyrimidines were found to possess high antibacterial activity against gonococcal infections, in some cases ten times higher than that of the commercial drug Spectinomycin.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 937–942, May, 2021.
This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation (Agreement No. 075-15-2020-777).
This work does not involve human participants and animal subjects.
The authors declare no competing interest requiring disclosure in the present article.
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Verbitskiy, E.V., Baskakova, S.A., Rusinov, G.L. et al. New approach to 5-arylamino-4-(5-aryloxyfuran-2-yl)pyrimidines: synthesis and antibacterial activity. Russ Chem Bull 70, 937–942 (2021). https://doi.org/10.1007/s11172-021-3170-y
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DOI: https://doi.org/10.1007/s11172-021-3170-y