Efficient and regioselective N-1 alkylation of 4-chloropyrazolo[3,4- d]pyrimidine

Efficient and N-1 selective alkylation of 4-chloropyrazolo[3,4- d]pyrimidine can be achieved when the heterocycle is reacted with alcohols under Mitsunobu conditions. The 1-alkyl-pyrazolo[3,4- d]pyrimidines formed can be functionalized further according to known methods, to give a variety of 1,4-dis...

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Bibliographic Details
Published in:Tetrahedron letters 2007-04, Vol.48 (17), p.3057-3059
Main Authors: Brændvang, Morten, Gundersen, Lise-Lotte
Format: Article
Language:English
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Summary:Efficient and N-1 selective alkylation of 4-chloropyrazolo[3,4- d]pyrimidine can be achieved when the heterocycle is reacted with alcohols under Mitsunobu conditions. The 1-alkyl-pyrazolo[3,4- d]pyrimidines formed can be functionalized further according to known methods, to give a variety of 1,4-disubstituted pyrazolo[3,4- d]pyrimidines. The first example of a palladium-catalyzed coupling reaction on a 4-halopyrazolo[3,4- d]pyrimidine is described.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.02.116