High-pressure synthesis of enantiomerically pure C-6 substituted pyrazolo[3,4-d]pyrimidines

Sally Ann Poulsen, David J. Young, Ronald J. Quinn

Research output: Contribution to journalArticle

Abstract

The synthesis of enantiomerically pure C-6 substituted pyrazolo[3,4-d]pyrimidines has been performed by aromatic nucleophilic substitution of 4-amino-6-chloro-1-phenylpyrazolo[3,4-d]pyrimidine under conditions of high pressure at ambient temperature. Conventional synthetic conditions (reflux at atmospheric pressure) were unsuccessful. The S enantiomer 11 displayed higher affinity and selectivity for the adenosine A1 receptor than the R enantiomer 12.

Original languageEnglish
Pages (from-to)191-193
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume11
Issue number2
DOIs
Publication statusPublished - Jan 2001
Externally publishedYes

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