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

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

doi:10.1016/S0960-894X(00)00620-X

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 journal › Article

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 language	English
Pages (from-to)	191-193
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	11
Issue number	2
DOIs	https://doi.org/10.1016/S0960-894X(00)00620-X
Publication status	Published - Jan 2001
Externally published	Yes

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10.1016/S0960-894X(00)00620-X

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Poulsen, S. A., Young, D. J., & Quinn, R. J. (2001). High-pressure synthesis of enantiomerically pure C-6 substituted pyrazolo[3,4-d]pyrimidines. Bioorganic and Medicinal Chemistry Letters, 11(2), 191-193. https://doi.org/10.1016/S0960-894X(00)00620-X

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