An Efficient Multikilogram Synthesis of ABT-963:  A Selective COX-2 Inhibitor

An efficient chemical process for the multikilogram synthesis of ABT-963 (3) is described. The potent and selective COX-2 inhibitor was prepared in four steps in 36% overall isolated yield from commercially available 3,4-difluoroaniline (4). The chemistry, which required no chromatography, involved...

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Bibliographic Details
Published in:Organic process research & development 2006-05, Vol.10 (3), p.512-517
Main Authors: Kerdesky, Francis A. J, Leanna, M. Robert, Zhang, Ji, Li, Wenke, Lallaman, John E, Ji, Jianguo, Morton, Howard E
Format: Article
Language:English
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Summary:An efficient chemical process for the multikilogram synthesis of ABT-963 (3) is described. The potent and selective COX-2 inhibitor was prepared in four steps in 36% overall isolated yield from commercially available 3,4-difluoroaniline (4). The chemistry, which required no chromatography, involved a facile one-pot synthesis of the pyridazinone core, a selective alkoxylation, a high yielding Suzuki coupling, and a very efficient oxidation.
ISSN:1083-6160
1520-586X
DOI:10.1021/op060016v