K. Kobayashi, Daisuke Iitsuka, S. Fukamachi
Jun 23, 2009
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ChemInform
Abstract
SYNTHESIS 2009, No. 3, pp 0375–0378xx.xx.2009 Advanced online publication: 09.01.2009 DOI: 10.1055/s-0028-1083307; Art ID: F18508SS © Georg Thieme Verlag Stuttgart · New York Abstract: A simple method for synthesizing 1-aryl-4-hydroxyN,N-dimethyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamides has been developed. Thus, 3-(2-chloropyridin-3-yl)-N,N-dimethyl-3-oxopropanamide, easily prepared by treating ethyl 2chloropyridine-3-carboxylate with lithium enolate of N,N-dimethylacetamide, smoothly reacts with a range of aryl isocyanates in the presence of two molar amounts of sodium hydride to provide the desired products in moderate yields.