Synthesis of alkyl 1-(substituted pyridin-2-yl)-1H-1,2,3-triazole-4-carboxylates by 'ring switching transformation of 4-oxo-4H-pyridino[1,2-a] pyrimidine-3-diazonium tetrafluoroborates

Authors
Recnik, S Svete, J Meden, A Stanovnik, B
Citation
S. Recnik et al., Synthesis of alkyl 1-(substituted pyridin-2-yl)-1H-1,2,3-triazole-4-carboxylates by 'ring switching transformation of 4-oxo-4H-pyridino[1,2-a] pyrimidine-3-diazonium tetrafluoroborates, HETEROCYCLE, 53(8), 2000, pp. 1793
Citations number
54
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
53
Issue
8
Year of publication
2000
Database
ISI
SICI code
0385-5414(20000801)53:8<1793:SOA1P>2.0.ZU;2-T
Abstract
Substituted 3-amino-4-oxo-4H-pyridino[1,2-a]pyrimidines (6, 7), available i n 2 steps from methyl 2-benzyloxycarbonylamino-3-dimethylamino-propenoate ( 3) and 2-aminopyridines (1, 2), were diazotized into stable diazonium tetra fluoroborates (8, 9). Heating of diazonium salts (8, 9) with primary alcoho ls furnished alkyl 1-(substituted pyridin-2-yl)-1H-1,2,3-triazoles (11, 12) in 30-70% yields.