N-ALKYLATION AND ELECTROPHILIC SUBSTITUTION-REACTIONS OF 2-METHYLPYRAZOLO[1,5-A]PYRIDIN-5-OL AND RELATED-COMPOUNDS

Authors
BROWN RFC MCGEARY RP
Citation
Rfc. Brown et Rp. Mcgeary, N-ALKYLATION AND ELECTROPHILIC SUBSTITUTION-REACTIONS OF 2-METHYLPYRAZOLO[1,5-A]PYRIDIN-5-OL AND RELATED-COMPOUNDS, Australian Journal of Chemistry, 47(6), 1994, pp. 1009-1021
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
47
Issue
6
Year of publication
1994
Pages
1009 - 1021
Database
ISI
SICI code
0004-9425(1994)47:6<1009:NAESO2>2.0.ZU;2-1
Abstract
2-Methylpyrazolo[1,5-a]pyridin-5-ol (1), its acetate (2), and related compounds have been subjected to N-alkylation and electrophilic substi tution reactions. Bromination, nitration, nitrosation, acylation and M annich and related reactions show a preference for 3-substitution and 3,4-disubstitution. Nitration of (1) gives 4-substitution and 3,4-disu bstitution. Reductions of nitro and nitroso compounds and some transfo rmations of a Mannich base are described.