Electric Literature of 590371-58-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 590371-58-7, name is 3-Bromo-2-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.
To a solution of 3-bromo-2-(trifluoromethyl)pyridine (1.0 g, 4.42 mmol), XantPhos (256 mg, 0.442 mmol), Pd2(dba)3 (203 mg, 0.221 mmol) in dioxane (12 mL) was added (at RT and under N2) 2-ethylhexyl-3-mercaptopropanoate (1.1 mL, 4.87 mmol) followed by addition of DIPEA (1.55 mL, 8.85 mmol). The resulting solution was stirred in a microwave reactor for 1 h at 110 C. After cooling to RT, the reaction was filtered through a pad of Celite followed by EtOAc (25 mL) wash. The combined filtrates were concentrated and the resulting residue was purified by silica chromatography (0 to 30% gradient of EtO Ac/heptane) to give 2-ethylhexyl 3-((2-(trifluoromethyl)pyridin-3-yl)thio)propanoate (1.41 g, 3.88 mmol). MS m/z 364.0 (M+H)+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,590371-58-7, 3-Bromo-2-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.
Reference:
Patent; NOVARTIS AG; CHEN, Christine Hiu-tung; CHEN, Zhuoliang; DORE, Michael; FORTANET, Jorge Garcia; KARKI, Rajesh; KATO, Mitsunori; LAMARCHE, Matthew J.; PEREZ, Lawrence Blas; SMITH, Troy Douglas; WILLIAMS, Sarah; GIRALDES, John William; TOURE, Bakary-barry; SENDZIK, Martin; WO2015/107495; (2015); A1;,
Pyridine – Wikipedia,
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