An Efficient Synthesis of 6-Nitro- and 6-Amino-3H-imidazo[4,5-b]pyridines by Cyclocondensation of 1-Substituted 1H-Imidazol-5-amines with 3-Nitro-4H-chromen-4-one

The reaction of 3-nitro-4H-chromen-4-one with in situ generated 1-substituted 5-amino-1H-imidazoles affords a set of 1-substituted 6-nitro-3H-imidazo[4,5-b]pyridines which represent potential adenosine deaminase (ADA) inhibitors. Reduction of the nitro group results in the formation of the corresponding 6-amino-3H-imidazo[4,5-b]pyridines.

Ostrovskyi D.; Iaroshenko V. O.; Petrosyan A.; Dudkin S.; Ali I.; Villinger A.; Tolmachev A.; Langer P.
Synlett 2010, 15, 2299-2303
DOI: 10.1055/s-0030-1258538