Synthesis of 4-(5-iodo-3-methylpyrazolyl) phenylsulfonamide and its elaboration to a COX II inhibitor library by solution-phase suzuki coupling using Pd/C as a solid-supported catalyst.
An effective synthesis of 4-(5-iodo-3-methylpyrazolyl) phenylsulfonamide has been developed. This aromatic iodide template served as an efficient oxidative addition partner for the preparation of a solution-phase library of Celecoxib analogues via Suzuki coupling using Pd/C, a readily filterable catalyst.
Organ
Michael G
MG
Department of Chemistry, York University, 4700 Keele Street, Toronto, Ontario, Canada, M3J 1P3.
Mayer
Stanislas
S
D002384:Catalysis; D000068579:Celecoxib; D051546:Cyclooxygenase 2; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D007454:Iodides; D007527:Isoenzymes / Q000187:drug effects*; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*; D011451:Prostaglandin-Endoperoxide Synthases / Q000187:drug effects*; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013449:Sulfonamides / Q000138:chemical synthesis*
C473682:4-(5-iodo-3-methylpyrazolyl)phenylsulfonamide; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors; D007202:Indicators and Reagents; D007454:Iodides; D007527:Isoenzymes; D011720:Pyrazoles; D013449:Sulfonamides; D010165:Palladium; D051546:Cyclooxygenase 2; D011451:Prostaglandin-Endoperoxide Synthases; D000068579:Celecoxib