Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

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

RFC Brown and RP Mcgeary

Australian Journal of Chemistry 47(6) 1009 - 1021
Published: 1994

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.

https://doi.org/10.1071/CH9941009

© CSIRO 1994


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