Synthesis of Tricyclic Pyrazolo[1,5-a]pyrimidin-7(4H)-ones Featuring Regioselective Formation of the Core Structure

Title: Synthesis of Tricyclic Pyrazolo[1,5-a]pyrimidin-7(4H)-ones Featuring Regioselective Formation of the Core Structure

Volume: 3 Issue: 9

Author(s): Vladislav Z. Parchinsky, Olga Ushakov, Dmitry V. Kravchenko and Mikhail Krasavin

Affiliation:

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

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.

Cite this article as:

Parchinsky Z. Vladislav, Ushakov Olga, Kravchenko V. Dmitry and Krasavin Mikhail, Synthesis of Tricyclic Pyrazolo[1,5-a]pyrimidin-7(4H)-ones Featuring Regioselective Formation of the Core Structure, Letters in Organic Chemistry 2006; 3 (9) . https://dx.doi.org/10.2174/157017806778700088