P. Kockritz et al., SYNTHESIS OF PYRAZOLO[1,5-A]PYRIDINES AND PYRAZOLO[1,5-C]PYRIMIDINES BY REACTION OF HETEROCYCLIC AMIDRAZONES WITH 1,3-DICARBONYL COMPOUNDS, Journal of heterocyclic chemistry, 31(5), 1994, pp. 1157-1160
1,3-Dicarbonyl compounds 2 react with 1-amino-2(1H)-pyridin-2-imines o
r 1-amino-2(1H)-pyrimidin-2-imines 1 giving new pyrazolo[1,5-a]pyridin
es or pyrazolo[1,5-c]pyrimidines 5 respectively by addition, oxidation
and condensation. Isolation of an intermediate 3 shows that surprisin
gly the addition of the CH acidic 1,3-dicarbonyl compound to position
6 of the pyrimidine 1 is the initial step.