Category: 75806-84-7

Electric Literature of 75806-84-7 ,Some common heterocyclic compound, 75806-84-7, molecular formula is C6H2BrClF3N, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Preparation Example 1 Ten grams of 2-bromo-3-chloro-5-trifluoromethylpyridine was dissolved in 100 ml of dry diethyl ether in a nitrogen stream, and the resulting solution was cooled to -78 C. To the solution thus cooled was gradually dropwise added 30 ml of a 15% solution of n-butyl lithium in hexane, and the resulting mixture was stirred at that temperature for 30 minutes. Thereafter, an excessive amount of pulverized dry ice was gradually introduced into the solution. The temperature of the solution was returned to room temperature, and the solution was stirred at that temperature for an additional 1 hour. After the reaction was completed, 100 ml of water was added to thereby subject to the extraction. An aqueous layer thus formed was isolated and made acidic by adding thereto concentrated hydrochloric acid to form an oily product. The thus formed oily product was extracted with 300 ml of methylene chloride. After drying an organic layer over anhydrous sodium sulfate, the solvent was evaporated off under reduced pressure to obtain 5.1 g of 3-chloro-5-trifluoromethylpyridine-2-carboxylic acid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75806-84-7, its application will become more common.

Reference:
Patent; Ishihara Sangyo Kaisha, Ltd.; US4367336; (1983); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75806-84-7, 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. 75806-84-7, name is 2-Bromo-3-chloro-5-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

Example 63 10-Chloro-1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-7-(1-ethylpropyl)-2,3,4,5-tetrahydro-1H-[1,3]diazepino[1,2-a]benzimidazole A mixture of 10-chloro-7-(1-ethylpropyl)-2,3,4,5-tetrahydro-1H-[1,3]diazepino[1,2-a]benzimidazole (Reference Example 72; 150 mg, 0.51 mmol), 2-bromo-3-chloro-5-(trifluoromethyl)pyridine (401 mg, 1.54 mmol), copper(I) iodide (97 mg, 0.51 mmol), 2,2′-bipyridyl (159 mg, 1.02 mmol) and cesium carbonate (333 mg, 1.02 mmol) in 1-methyl-2-pyrrolidinone (2.0 mL) was stirred at 150 C. for 16 hr. The mixture was diluted with ethyl acetate, filtered through a pad of celite, washed with 2N hydrochloric acid, water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluding with a 5-20% ethyl acetate/n-hexane gradient mixture. The filtrate was concentrated in vacuo to give a residue, which was purified by preparative HPLC to give a solid, which was recrystallized from n-hexane/ethyl acetate to give the title compound (104 mg, 0.221 mmol, 43%) as a colorless solid. mp 108-110 C. 1H NMR (CDCl3) delta 0.87 (t, J=7.3 Hz, 6H), 1.67-2.13 (m, 8H), 3.02-3.19 (m, 1H), 4.18-4.28 (m, 2H), 4.48-4.56 (m, 2H), 6.99 (d, J=8.3 Hz, 1H), 7.21 (d, J=8.3 Hz, 1H), 7.73-7.85 (m, 1H), 8.43-8.57 (m, 1H). MS Calcd.: 470; Found: 471 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75806-84-7, 2-Bromo-3-chloro-5-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/186879; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem