Paper
Experimental and Theoretical Studies on the Functionalization Reactions of 4-Benzoyl-1,5-Diphenyl-1H-Pyrazole-3-Carboxylic Acid and Acid Chloride with 2,3-Diaminopyridine
Published Mar 31, 2005 · İ. Yıldırım, F. Kandemirli, E. Demir
Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry
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Abstract
The 1H-pyrazole-3-carboxylic acid 2 was converted in good yield (69%) into the corresponding 1H-pyrazole-3-carboxamide 5 via reaction of the acid chloride 3 with 2,3-diaminopyridine (4). A different product, the 3H-imidazo[4,5-b] pyridine derivative 6, was formed from the reaction of 3 with 4 and base in benzene for 5 hours. The structures of the synthesized compounds were determined spectroscopically. The mechanism of the reaction between 3 and 4 was examined theoretically.
The study demonstrates that 1H-pyrazole-3-carboxamide 5 can be synthesized in good yield (69%) by reacting acid chloride with 2,3-diaminopyridine, with the 3H-imidazo[4,5-b] pyridine derivative 6 also being synthesized.
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