Adding a certain compound to certain chemical reactions, such as: 185017-72-5, 3-Bromo-2-chloro-6-picoline, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, name: 3-Bromo-2-chloro-6-picoline, blongs to pyridine-derivatives compound. name: 3-Bromo-2-chloro-6-picoline
To a vial containing 3-(3,5-dimethylisoxazol-4-yl)aniline (96 mg, 0.5 10 mmol)was added 3-bromo-2-chloro-6-methylpyridine (211 mg, 1.02 mmol), cesium carbonate(332 mg, 1.02 mmol), chloro(2-dicyclohexylphosphino-2 ? ,4 ? ,6? -triisopropyl- 1,1? – biphenyl)[2-(2? -amino-i, 1? -biphenyl)jpalladium(II) (CAS 1310584-14-5, 10.0 mg, 0.013 mmol), and toluene (2 mL). The resulting suspension was degassed by bubbling argon through the reaction mixture. The vial was capped with a pressure-safe septum cap andheated to 100 C for 3 h. The reaction mixture was cooled to room temperature and filtered through a pad of silica gel. The filter pad was washed with ethyl acetate. The filtrate was concentrated and purified by silica gel chromatography with 0 – 100% ethyl acetate in hexanes. The product containing fractions were evaporated to give 2-chloro-N- (3 -(3 ,5-dimethylisoxazol-4-yl)phenyl)-6-methylpyridin-3 -amine (49 mg, 31%) as a palebrown solid: HPLC: RT=0.97 mm (Waters Acquity UPLC BEH C18 1.7 urn 2.0 x 50 mm, CH3CN/H20/0.05%TFA, 1 mm gradient, wavelength=254nrn); MS (ES): m/z= 314.2/3 15.9 35C1/37C1 [M+ljt
At the same time, in my other blogs, there are other synthetic methods of this type of compound,185017-72-5, 3-Bromo-2-chloro-6-picoline, and friends who are interested can also refer to it.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUESNELLE, Claude A.; HARIKRISHNAN, Lalgudi S.; HILL, Matthew D.; (180 pag.)WO2016/183114; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem