A short and general synthesis of 1,3-dihydro-6-heteroaryl-5-perfluoroalkyl-2H-imidazo[4,5-b]pyridin-2-ones |
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Authors: | Gee-Hong Kuo Edward R Bacon Baldev Singh Michael A Eissenstat George Y Lesher |
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Abstract: | Trifluoro or pentafluoroacylation of heteroaryl-enamines 2a,b gave the corresponding perfluoroacylated heteroaryl-enamines 3a-c . Heating the latter compounds with diethyl iminomalonate gave 2-amino-3-pyridinecarboxylates 4a-c . Hydrolysis to the free acids 5a-c , and reaction with diphenylphosphoryl azide afforded the desired 1,3-dihydro-6-heteroaryl-5-perfluoroalkyl-2H-imidazo4,5-b]pyridin-2-ones 6a-c . |
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