Basic hydrolysis of the starting 1,6-diphenyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile 1, afforded the corresponding carboxylic acid 2, which was in turn converted to its methyl ester 3 and subsequently reacted with hydrazine hydrate to afford the corresponding 5- carbohydrazide 4. Compound 4 was used as a key intermediate for the synthesis of some novel series of pyrazolo[3,4-b]pyridines and related heterocycles such as pyrazoles 6-8, oxadiazoles 9-12, thiadiazoles 16, triazoles 13, 15, 17a-c, triazolothiadiazoles 18a-c and triazolothiadiazines 19a,b. The structures of all the new compounds have been established on the basis of their analytical and spectral data. Twenty two of the synthesized compounds were also evaluated for their antibacterial and antifungal activity using Streptomycin and Clotrimazole as the reference drugs.
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