928822-80-4Relevant articles and documents
Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates
Fan, Qiangwen,Le, Zhang-Gao,Li, Qian,Liu, Yishuai,Xie, Zongbo,Yang, Liu,Zhu, Haibo
, p. 2736 - 2740 (2022/02/09)
An efficient and powerful copper-assisted method for the effective conversion of a broad range of hydroxypyridines and sodium sulfinates into their corresponding pyridinyl tosylates was developed. Key features of this base- and ligand-free protocol include using the cheap and readily available CuBr2 as a medium and the use of sodium sulfinates as formal sulfonylation reagents. A variety of functional pyridinyl tosylates could be formed with good yields, which can easily be converted into C-C and C-N bond-containing compounds. This journal is
Chemoselective Synthesis of Polysubstituted Pyridines from Heteroaryl Fluorosulfates
Zhang, Enxuan,Tang, Jiaze,Li, Suhua,Wu, Peng,Moses, John E.,Sharpless, K. Barry
, p. 5692 - 5697 (2016/04/20)
A selection of heteroaryl fluorosulfates were readily synthesized using commercial SO2F2 gas. These substrates are highly efficient coupling partners in the Suzuki reaction. Through judicious selection of Pd catalysts the fluorosulfate functionality is differentiated from bromide and chloride; the order of reactivity being: -Br> -OSO2F> -Cl. Exploiting this trend allowed the stepwise chemoselective synthesis of a number of polysubstituted pyridines, including the drug Etoricoxib. A selection of heteroaryl fluorosulfates were readily synthesized using commercial SO2F2 gas. These substrates are highly efficient coupling partners in the Suzuki reaction. Through judicious selection of Pd catalysts the fluorosulfate functionality is differentiated from bromide and chloride; the order of reactivity being: -Br> -OSO2F> -Cl. Exploiting this trend allowed the stepwise chemoselective synthesis of a number of polysubstituted pyridines, including the drug Etoricoxib.
Facile Route to 2-Fluoropyridines via 2-Pyridyltrialkylammonium Salts Prepared from Pyridine N-Oxides and Application to 18F-Labeling
Xiong, Hui,Hoye, Adam T.,Fan, Kuo-Hsien,Li, Ximin,Clemens, Jennifer,Horchler, Carey L.,Lim, Nathaniel C.,Attardo, Giorgio
supporting information, p. 3726 - 3729 (2015/08/18)
Among known precursors for 2-[18F]fluoropyridines, pyridyltrialkylammonium salts have shown excellent reactivity; however, their broader utility has been limited because synthetic methods for their preparation suffer from poor functional group
Ether-imidazolium carbenes for Suzuki-Miyaura cross-coupling of heteroaryl chlorides with Aryl/heteroarylboron reagents
Kuriyama, Masami,Matsuo, Seira,Shinozawa, Mina,Onomura, Osamu
supporting information, p. 2716 - 2719 (2013/07/19)
Easily accessible and handled ether-imidazolium chlorides were developed as ligand precursors. The coupling reactions of heteroaryl chlorides with aryl/heteroarylboronic acids and esters were catalyzed by the palladium/ether-imidazolium chloride system with high substrate tolerance to give various heterobiaryls in good to excellent yields.
Palladium-catalyzed Hiyama cross-coupling of aryltrifluorosilanes with aryl and heteroaryl chlorides
Molander, Gary A.,Iannazzo, Laura
, p. 9182 - 9187 (2011/12/16)
An efficient, palladium-catalyzed Hiyama cross-coupling reaction of aryltrifluorosilanes with aryl chlorides has been developed. A wide variety of functionalized biaryl derivatives were isolated in good to excellent yields. The scope of this reaction has also been extended to heteroaryl chlorides, affording the corresponding heterobiaryl compounds in high yields.
3,5-DISUBSTITUTED PYRID-2-ONES USEFUL AS INHIBITORS OF TEC FAMILY OF NON-RECEPTOR TYROSINE KINASES
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Page/Page column 40, (2008/06/13)
The present invention relates to pyrid-2-one compounds of formula (I) useful as inhibitors of Tec family (e.g. Tec, Btk, Itk/emt/Tsk, Bmx, Txk/Rlk) protein kinases. These compounds and pharmaceutically acceptable compositions thereof are useful for treati