Paper
An unusual Michael addition of 3,3-dimethoxypropanenitrile to 2-aryl acrylates: a convenient route to 4-unsubstituted 5,6-dihydropyrido[2,3-d]pyrimidines.
Published 2010 · Xavier Berzosa, Xavier Bellatriu, Jordi Teixidó
The Journal of organic chemistry
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Abstract
An unusual Michael addition between 2-aryl-substituted acrylates and 3,3-dimethoxypropanenitrile which leads, depending on the reaction temperature (60 or -78 degrees C, respectively), to a 4-methoxymethylene-substituted 4-cyanobutyric ester or to a 4-dimethoxymethyl 4-cyanobutyric ester is described. These compounds can be subsequently converted to 4-unsubstituted pyrido[2,3-d]pyrimidines upon treatment with a guanidine system under microwave irradiation.
This unusual Michael addition between 2-aryl-substituted acrylates and 3,3-dimethoxypropanenitrile leads to 4-methoxymethylene-substituted 4-cyanobutyric ester or 4-dimethoxymethyl 4-cyanobutyric ester, which can
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