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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Published in:Tetrahedron letters 2007-04, Vol.48 (17), p.3057-3059
Main Authors: Brændvang, Morten, Gundersen, Lise-Lotte
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Language:English
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description 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.
doi_str_mv 10.1016/j.tetlet.2007.02.116
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title Efficient and regioselective N-1 alkylation of 4-chloropyrazolo[3,4- d]pyrimidine
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