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DOI: 10.1055/s-0030-1258339
3-Methoxalylchromone - A Versatile Reagent for the Regioselective Synthesis of 1-Desazapurine
Publikationsverlauf
Publikationsdatum:
26. November 2010 (online)
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Abstract
The reaction of 5-amino-1H-imidazoles with 3-methoxalylchromone provided a set of imidazo[4,5-b]pyridines (1-desazapurines) bearing the CO2Me substituent at the α-position of the pyridine core. The corresponding acids were synthesized by subsequent hydrolysis of the ester function. Being typical purine isosteres, 1-desazapurines are considered to be potent pharmacophores, and are widely used in drug design and medicinal chemistry.
Key words
3-methoxalylchromone - 5-aminoimidazoles - imidazo[4,5-b]pyridines - 1-desazapurines - cyclocondensations
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References
Crystallographic data (excluding structure factors) for the structures of 7a and 9b, reported in this paper, have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 799366 for 7a and CCDC 799367 for 9b. These data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: +44 (1223)336033; E-mail: deposit@ccdc.cam.ac.uk, or via www.ccdc.cam.ac.uk/data_request/cif
22Iaroshenko, V. O.; Mkrtchyan, S.; Ghazaryan, G.; Hakopyan, A.; Maalik, A.; Supe, L.; Ostrovskyi, D.; Villinger, A.; Tolmachev, A.; Sosnovskikh, V. Ya.; Langer, P. manuscript in preparation.