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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acrylates / chemistry*
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CDC2 Protein Kinase / agonists
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CDC2 Protein Kinase / chemistry*
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Enzyme Inhibitors / chemistry*
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Enzyme Inhibitors / pharmacology
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Esters
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Microwaves
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Models, Chemical
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Molecular Structure
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Neurodegenerative Diseases / drug therapy
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Nitriles / chemistry*
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Pyrimidines / chemical synthesis
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Pyrimidines / chemistry*
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Structure-Activity Relationship
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Temperature
Substances
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3,3-dimethoxypropanenitrile
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5,6-dihydropyrido(2,3-d)pyrimidine
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Acrylates
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Enzyme Inhibitors
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Esters
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Nitriles
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Pyrimidines
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CDC2 Protein Kinase