N-Alkylation and Electrophilic Substitution Reactions of 2-Methylpyrazolo[1,5-a]pyridin-5-ol and Related Compounds

Abstract

2-Methylpyrazolo[1,5-a]pyridin-5-ol (1), its acetate (2), and related compounds have been subjected to N- alkylation and electrophilic substitution reactions. Bromination , nitration, nitrosation , acylation and Mannich and related reactions show a preference for 3-substitution and 3,4-disubstitution. Nitration of (1) gives 4-substitution and 3,4-disubstitution. Reductions of nitro and nitroso compounds and some transformations of a Mannich base are described.