Beilstein J. Org. Chem.2006,2, No. 5, doi:10.1186/1860-5397-2-5
hot acid produces pyrazolo [3,4-d]pyrimidines, most likely by hydrolytic ring opening at the 'hydrazone' bond followed by a retro-aldol reaction and ring closure.[25][33][34] In contrast, we synthesised the corresponding pyrazolo [3,4-d]pyrimidines in high yields under mild conditions without heating
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Graphical Abstract
Scheme 1:
Mechanism for the formation of Pyrimido [4,4-c][1,2]diazepines.