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Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides

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Author(s): Bojana Črček | Jernej Baškovč | Uroš Grošelj | Drago Kočar | Georg Dahmann | Branko Stanovnik | Jurij Svete

Journal: Molecules
ISSN 1420-3049

Volume: 17;
Issue: 5;
Start page: 5363;
Date: 2012;
Original page

Keywords: parallel synthesis | pyrimidines | 2-(heteroaryl)ethylamines

ABSTRACT
A library of 24 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides 10{1,2; 1–12} was prepared by a parallel solution-phase approach. The synthesis comprises a five-step transformation of itaconic acid (11) into 1-methyl and 1-phenyl substituted 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxylic acids 17{1,2} followed by parallel amidation of 17{1,2} with a series of 12 aliphatic amines 18{1–12} to afford the corresponding carboxamides 10 in good overall yields and in 80–100% purity.

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