Abstract

Considering relatively undeveloped chemistry of ring-forming condensations of 1H-pyrazole-5- amines with cyclic versions of β-oxoesters, a novel tricyclic piperidine ring-fused pyrazolo[1,5-a]pyrimidin- 7(4H)-one scaffold was designed. The developed synthetic scheme features regioselective construction of the core tricyclic molecular scaffold and a remarkable case of convenient and high-yielding p-methoxybenzyl group removal from a secondary aliphatic amine that is suitable for parallel reaction arrays.

Keywords: 1H-pyrazole-5-amines, β-oxoesters, drug-like, compound libraries, p-methoxybenzyl group, deprotection, trifluoroacetic acid