Concepedia

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

Michael G. Organ, Stanislas Mayer

Journal of Combinatorial Chemistry · 2002 · 45 citations · 8 references

DOI

Concepts

Abstract

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.

References

8

Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995–1998

Akira Suzuki · Journal of Organometallic Chemistry · 1999 · 2.9K citations

, , +12

Synthesis and Biological Evaluation of the 1,5-Diarylpyrazole Class of Cyclooxygenase-2 Inhibitors:  Identification of 4-[5-(4-Methylphenyl)-3- (trifluoromethyl)-1<i>H</i>-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib)

Thomas D. Penning, John J. Talley, Stephen R. Bertenshaw et al. · Journal of Medicinal Chemistry · 1997 · 2K citations · Full text

, , +17

Micro-Scale Frontal Affinity Chromatography with Mass Spectrometric Detection: A New Method for the Screening of Compound Libraries

David C. Schriemer, David R. Bundle, Liang Li et al. · Angewandte Chemie International Edition · 1998 · 138 citations

, , +17

Multikilogram-Scale Synthesis of a Biphenyl Carboxylic Acid Derivative Using a Pd/C-Mediated Suzuki Coupling Approach

David S. Ennis, Julie C. McManus, Wladyslaw Wood‐Kaczmar et al. · Organic Process Research & Development · 1999 · 116 citations

, , +11

Design, Synthesis, and Biological Evaluation of a Library of 1-(2-Thiazolyl)-5-(trifluoromethyl)pyrazole-4-carboxamides

Bridget A. Donohue, Enrique L. Michelotti, John Reader et al. · Journal of Combinatorial Chemistry · 2001 · 40 citations

, , +13