Synthesis and DTF studies of novel aminoimidazodipyridines using 2-(3H-imidazo[4,5-b]pyridin-2-yl)acetonitrile as an efficient key precursor
Ahmed F. Darweesh, Nesma A. Abd El-Fatah, Samir A. Abdel‐Latif, Ismail A. Abdelhamid, Ahmed H. M. Elwahy, Mostafa E. Salem
Abstract
Novel 9-aminoimidazo[1,2-a:5,4-b']dipyridine-6,8-dicarbonitriles were prepared via the Michael addition reaction of readily accessible 2-(3H-imidazo[4,5-b]pyrid-2-yl)acetonitrile with arylidenemalononitriles. The regioselectivity of the reaction was supported by theoretical calculations at the DFT level. In contrast, the reaction of the appropriate bis-arylidenemalononitrile with 2-(3H-imidazo[4,5-b]pyrid-2-yl)acetonitrile under similar reaction conditions gave the corresponding bis[2-(3H-imidazo[4,5-b]pyrid-2-yl)acrylonitriles].
Topics & Concepts
ChemistryAcetonitrileKey (lock)Combinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryOperating systemComputer scienceSynthesis and Characterization of Heterocyclic CompoundsSynthesis and biological activitySynthesis and Biological Evaluation