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Note | Regular issue | Vol 65, No. 9, 2005, pp.2189-2194
Published online, 26th July, 2005
DOI: 10.3987/COM-05-10447
Preparation of 1-Alkyl-2-aryl-1H-imidazo[4,5-b]pyridines from 2-Alkylamino-3-aminopyridines and Aromatic Aldehydes Using Air as an Oxidant

Mikhail Krasavin,* Vladimir V. Kobak, Tatiana Y. Bondarenko, and Dmitry V. Kravchenko

*Chemical Diversity Research Institute, 2a Rabochaya St., Khimki, Moscow reg., 114404, Russia


Attempted imine formation between 2-methoxyethylamino-3-aminopyridine (an exemplary 2-alkylamino-3-aminopyridine) and an array of aromatic aldehydes in methanol and ambient atmosphere led to the predominant formation of 1-methoxyethyl-2-aryl-1H-imidazo[4,5-b]pyridines. The reaction was found to be of immediate preparative importance in the six cases studied.