A practical synthesis of a COX-2-specific inhibitor

I. W. Davies, J. F. Marcoux, E. G. Corley, M. Journet, D. W. Cai, M. Palucki, J. Wu, R. D. Larsen, K. Rossen, P. J. Pye, L. DiMichele, P. Dormer, P. J. Reider

Research output: Contribution to journalArticle

83 Scopus citations

Abstract

A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.

Original languageEnglish (US)
Pages (from-to)8415-8420
Number of pages6
JournalJournal of Organic Chemistry
Volume65
Issue number25
DOIs
StatePublished - Dec 15 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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