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Paper | Regular issue | Vol 63, No. 1, 2004, pp.55-62
Published online, 14th November, 2003
DOI: 10.3987/COM-03-9909
Synthesis and Structural Studies of (2-Oxo-2,3-dihydroimidazo[1,2-a]pyridin-3-yl)acetic Acids

Anton V. Dolzhenko,* Nina V. Kolotova, Vladislav O. Kozminykh, Wai-Keung Chui,* Paul W. S. Heng, and Viktor N. Khrustalev

*Department of Pharmacy, Faculty of Science, National University of Singapore, 18 Science Drive 4, Singapore 117543, Singapore

Abstract

(2-Oxo-2,3-dihydroimidazo[1,2-a]pyridin-3-yl)acetic acids (4a-c, 9a-c) were prepared from 2-aminopyridines by acylation with maleic or citraconic anhydrides and followed by Michael addition. Formation of 3-methyl substituted derivatives (9a-c) from citraconic anhydride was found to be regioselective. The molecular conformations of the products in the solution and in the crystal form were discussed based on 1H NMR spectral and X-Ray data.