A new synthetic route of 3-Bromo-5-chloropyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73583-39-8, 3-Bromo-5-chloropyridine, and friends who are interested can also refer to it.

Related Products of 73583-39-8, 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. 73583-39-8, name is 3-Bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

To a solution of LDA (2 M solution in THF/heptane/ethylbenzene, 2.78 g, 12.97 mL, 25.95 mmol) in anhydrous THF (20 mL) under nitrogen atmosphere cooled to -78°C was added a solution of the 3-bromo-5-chloropyridine (5.0 g, 25.98 mmol) in anhydrous THF (40 mL) at -78°C. The reaction mixture was allowed to stir at the same temperature for 45 minutes. Then, a solution of chloro(ethoxy)methanone (28.19 g, 259.7 mmol) was added slowly over 15 minutes. After stirring for 20 minutes, the reaction mixture was quenched with saturated NaHCO3 solution. The reaction mixture was extracted into ethyl acetate (3 x 100 mL), and the combined organic layer was washed with water and brine. The organic layer was separated, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated, and the residue was purified through CombiFlash using 0-10percent ethyl acetate in hexane to provide ethyl 3-bromo-5-chloropyridine-4-carboxylate as a pale yellow oil (5.84 g, 85percent yield); 1H NMR (400 MHz, DMSO-J6): delta 1.35 (t, 3H), 4.45 (q, 2H), 8.82 (s, IH), 8.87 (s, IH); M+ 265.5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73583-39-8, 3-Bromo-5-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem