428486-70-8Relevant academic research and scientific papers
Efficient copper-catalyzed cross-coupling of nitrogen nucleophiles with N,N-dibenzyl-4-iodobenzenesulfonamide and its application in the synthesis of Celecoxib intermediate
Yong, Fui-Fong,Azri, Miskal,Darrell Lim, Yong-En,Teo, Yong-Chua
, (2020)
A practical and efficient strategy has been developed for the cross-coupling of N,N-dibenzyl-4-iodobenzenesulfonamide with nitrogen nucleophiles using 0.5–20 mol% of CuI under ligand-free conditions. A variety of nitrogen nucleophiles including nitrogen h
Synthesis of Celecoxib, Mavacoxib, SC-560, Fluxapyroxad, and Bixafen Enabled by Continuous Flow Reaction Modules
Britton, Joshua,Jamison, Timothy F.
supporting information, p. 6566 - 6574 (2017/12/02)
Multi-step continuous flow synthesis enables a parallel approach to obtain agrochemicals and pharmaceuticals containing 3-fluoroalkyl pyrazole cores. In this system, fluorinated amines are transformed into pyrazole cores through a telescoped in situ generation and consumption of diazoalkanes. Once synthesized, additional continuous flow and batch reactions add complexity to the pyrazole core via C–N arylation and methylation, TMS cleavage, and amidation. Using this modular assembly line approach, Bixafen and Fluxapyroxad were synthesized in 38 % yield over four continuous flow steps in an overall reaction time of 56 min. Finally, coupling selected continuous flow processes with an offline (batch) Ullmann coupling afforded Celecoxib, Mavacoxib, and SC-560 in 33–54 % yield over two to three steps.
A novel three-step synthesis of Celecoxib via palladium-catalyzed direct arylation
Gaulier, Steven M.,McKay, Reuben,Swain, Nigel A.
experimental part, p. 6000 - 6002 (2011/11/28)
A novel three linear step synthesis of Celecoxib was achieved in 33% overall yield via a key regioselective direct C-H arylation reaction between a 1,3-disubstituted pyrazole and an aryl bromide.
3-Acyl-2,6-diaminopyridines as cyclin-dependent kinase inhibitors: Synthesis and biological evaluation
Lin, Ronghui,Lu, Yanhua,Wetter, Steven K.,Connolly, Peter J.,Turchi, Ignatius J.,Murray, William V.,Emanuel, Stuart L.,Gruninger, Robert H.,Fuentes-Pesquera, Angel R.,Adams, Mary,Pandey, Niranjan,Moreno-Mazza, Sandra,Middleton, Steven A.,Jolliffe, Linda K.
, p. 2221 - 2224 (2007/10/03)
A novel series of 2,6-diamino-3-acylpyridines were designed and synthesized as cyclin-dependent kinase (CDK) inhibitors. The representative compounds 2r and 11 showed potent CDK1 and CDK2 inhibitory activities and inhibited cellular proliferation in HeLa,
