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. 2000 Dec 15;65(25):8415-20.
doi: 10.1021/jo000870z.

A practical synthesis of a COX-2-specific inhibitor

I W Davies  1 , 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
Affiliations

A practical synthesis of a COX-2-specific inhibitor

I W Davies et al. J Org Chem. .

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.

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