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Microwave-assisted synthesis of pyrimidine libraries

Bagley, Mark C. and Hughes, David D. and Lubinu, M. Caterina and Merritt, Eleanor A. and Taylor, Paul H. and Tomkinson, Nicholas C. O. (2004) Microwave-assisted synthesis of pyrimidine libraries. QSAR and Combinatorial Science, 23 (10). pp. 859-867. ISSN 1611-020X

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Di- and trisubstituted pyrimidine libraries are prepd. in good yields by the microwave irradn. of an alkynone R1C≡CCOR2 [R1 = H, Ph; R2 = Ph, 4-MeOC6H4, 3,4-(MeO)2C6H3, etc.] and either an amidine or guanidine at 120-150° in acetonitrile in the presence of sodium carbonate or at 100° after treatment with methanolic sodium methoxide in a sealed tube using a monomodal microwave synthesizer. These rapid and efficient methods often require no chromatog. purifn. and so are appropriate for automated combinatorial methodol. and have been applied in the synthesis of a small library of potentially useful novel ligands for the estrogen receptor based on the pyrimidine template.