Novel pyrrolo[2,3-b]pyridine and pyrrolo[2,3-d] pyrimidine derivatives: Design, synthesis, and structure elucidation

Abstract

ABSTRACT. A cyclo condensation reaction is an effective method for a two-component reaction of 2-amino-1,5-diphenyl-1H-pyrrole-3-carbonitrile 3a-c and active methylene compounds in acetic acid and catalytic hydrochloric acid to produce new substituted 1H-pyrrolo[2,3-b]pyridine 4a-c, 5a-c, and 6a-c have been established. Additionally, a new series of substituted 1H-pyrrolo[2,3-d]pyrimidines 7a-c and 8a-c could be synthesized utilizing a feasible and efficient approach, including urea and thiourea substrates. Spectroscopic data IR, MS, ¹H, and ¹³C NMR, as well as elemental analyses, elucidated these compounds' structures.

KEY WORDS: 1H-Pyrrolo[2,3-b]pyridine, 1H-Pyrrolo[2,3-d]pyrimidines, Active methylene compounds

Bull. Chem. Soc. Ethiop. 2023, 37(4), 983-992.                                                           

DOI: https://dx.doi.org/10.4314/bcse.v37i4.14