202409-31-2Relevant academic research and scientific papers
NHC-Catalyzed Deamination of Primary Sulfonamides: A Platform for Late-Stage Functionalization
Fier, Patrick S.,Maloney, Kevin M.
supporting information, p. 1441 - 1445 (2019/01/30)
Herein we describe the development and application of a method for the mild, late-stage conversion of primary sulfonamides to several other other functional groups. These reactions occur via initial reductive deamination of sulfonamides to sulfinates via an NHC-catalyzed reaction of transiently formed N-sulfonylimines. The method described here is tolerant of nearly all common functional groups, as exemplified by the late-stage derivatization of several complex pharmaceutical compounds. On the basis of the prevalence of sulfonamide-containing drugs and building blocks, we have developed a method to enable sulfonamides to be applied as versatile synthetic handles for synthetic chemsitry.
Preparation technology of etoricoxib and reference substance 5-chloro-3-(4-(methyl sulphonyl)phenyl)-2,3-bipyridine of etoricoxib
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, (2017/08/28)
The invention discloses a preparation technology of etoricoxib and a reference substance 5-chloro-3-(4-(methyl sulphonyl)phenyl)-2,3-bipyridine of etoricoxib. The preparation technology comprises steps as follows: 5-chloro-2-hydroxypyridine is taken as a raw material and subjected to a substitution reaction, and 5-chloro-3-iodopyridine-2-ol is obtained; 5-chloro-3-iodopyridine-2-ol is subjected to a coupled reaction, and 5-chloro-3-(4-(methyl sulphonyl)phenyl)pyridine-2-ol is obtained; 5-chloro-3-(4-(methyl sulphonyl)phenyl)pyridine-2-ol is subjected to the substitution reaction, and 2-bromo-5-chloro-3-(4-(methyl sulphonyl)phenyl)pyridine is obtained; 2-bromo-5-chloro-3-(4-(methyl sulphonyl)phenyl)pyridine is subjected to the coupled reaction, a target product etoricoxib or the reference substance 5-chloro-3-(4-(methyl sulphonyl)phenyl)-2,3-bipyridine of etoricoxib is obtained, and the total yield can reach 18%. The route is one novel technology for synthesizing etoricoxib or the reference substance 5-chloro-3-(4-(methyl sulphonyl)phenyl)-2,3-bipyridine of etoricoxib, and the blank of a synthesis method of the reference substance 5-chloro-3-(4-(methyl sulphonyl)phenyl)-2,3-bipyridine of etoricoxib in China is filled up accordingly.
PROCESS FOR MAKING 2-ARYL-3-ARYL-5-HALO PYRIDINES USEFUL AS COX-2 INHIBITORS
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Page 9, (2010/02/07)
The invention encompasses a process for making compounds of Formula (I) useful in the treatment of cyclooxygenase-2 mediated diseases.
Method of treating cancer
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, (2008/06/13)
The present invention relates to methods of treating cancer using a combination of a compound which is a PSA conjugate and an NSAID compound, which methods comprise administering to said mammal, either sequentially in any order or simultaneously, amounts of at least two therapeutic agents selected from a group consisting of a compound which is a PSA conjugate and an NSAID compound. The invention also relates to methods of preparing such compositions.
Process for making diaryl pyridines useful as cox-2 inhibitors
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Page column 13, (2010/01/31)
The invention encompasses a process for making compounds of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases.
Substituted pyridines as selective cyclooxygenase-2 inhibitors
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, (2008/06/13)
The invention encompasses the novel compound of Formula I as well as a method of treating COX-2 mediated diseases comprising administration to a patient in need of such treatment of a non-toxic therapeutically effective amount of a compound of Formula I. STR1 The invention also encompasses certain pharmaceutical compositions for treatment of COX-2 mediated diseases comprising compounds of Formula I.
2-pyridinyl-3(4-methylsulfonyl)phenylpyridines: Selective and orally active cyclooxygenase-2 inhibitors
Friesen, Richard W.,Brideau, Christine,Chan, Chi Chung,Charleson, Stella,Deschenes, Denis,Dube, Daniel,Ethier, Diane,Fortin, Rejean,Gauthier, Jacques Yves,Girard, Yves,Gordon, Robert,Greig, Gillian M.,Riendeau, Denis,Savoie, Chantai,Wang, Zhaoyin,Wong, Elizabeth,Visco, Denise,Xu, Li Jing,Young, Robert N.
, p. 2777 - 2782 (2007/10/03)
A series of novel 2-pyridinyl-3-(4-methylsulfonyl)phenylpyridines has been synthesized and evaluated with respect to their ability to inhibit the isozymes of cyclooxygenase, COX-1, and COX-2. Optimum COX-2 activity is observed by introduction of a substituent at C5 of the central pyridine. 5- Chloro-3-(4-methylsulfonyl)phenyl-2(2-methyl-5-pyridinyl)pyridine 33 was identified as the optimum compound in this series.
