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A convenient synthesis of the key intermediate of selective COX-2 inhibitor Etoricoxib†
Stefano Tartaggia,Andrea Caporale,Francesco Fontana,Paolo Stabile,Andrea Castellin,Ottorino De Lucchi
RSC Advances Pub Date : 08/05/2013 00:00:00 , DOI:10.1039/C3RA42619J
Abstract

An original strategy for the synthesis of ketone 1, the key intermediate for preparing Etoricoxib, an important nonsteroidal anti-inflammatory drug, has been developed. Inexpensive 5-hydroxy-2-methylpyridine was converted to the corresponding acetyl derivative in four practical synthetic steps. The following palladium-catalyzed α-arylation of acetylpicoline with 4-bromo- or 4-chlorophenyl methyl sulfone was efficiently optimized in order to afford ketone 1 in remarkable yield.

Graphical abstract: A convenient synthesis of the key intermediate of selective COX-2 inhibitor Etoricoxib
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