Category: 57381-49-4

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 57381-49-4 as follows. Quality Control of 2-Bromo-4-chlorobenzonitrile

2-bromo-4-chlorobenzonitrile 1 g (1.18 g, 5.48 mmol) and 1f (1.3 g, 5.48 mmol) were added to 20 mL of 1,4-dioxane, followed by[1,1′- (Diphenylphosphino)ferrocene]dichloropalladium (240 mg, 0.33 mmol) and potassium carbonate(2.3 g, 16.4 mmol) were added. The reaction mixture was heated to 100-110C and the reaction was stirred for 16 hours.The reaction solution was allowed to cool to roomtemperature and 50 mL of water was added to the reaction mixture. The mixture was extracted with ethyl acetate (50 mL ¡Á 3). The organic phases were combined and the organic phase was washed with water(50 mL) and saturated sodium chloride solution (50 mL). After drying over anhydrous sodium sulfate, the desiccant was removed by filtration and the filtrate was concentrated under reduced pressure.The resulting residue was purifiedwith aCombiFlash flash reader using eluent system B to give the title product 1h (570 mg, colorless oil), yield: 31.6%.

According to the analysis of related databases, 57381-49-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Yang Fanglong; Chi Jiangtao; He Feng; Tao Weikang; (33 pag.)CN107793396; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 57381-49-4, name is 2-Bromo-4-chlorobenzonitrile, A new synthetic method of this compound is introduced below., name: 2-Bromo-4-chlorobenzonitrile

[0911] To a solution of 100 g (654 mmol) of (2-methoxy- pyridin-4-yl)boronic acid and 142 g (654 mmol, 1 eq.) of 2-bromo-4-chlorobenzonitrile in 2.01 of dioxane were added981 ml (1961 mmol, 3 eq.) of 2 N aqueous sodium carbonate solution. Argon was passed through the reaction mixture for 10mm, 53mg (65 mmol, 0.1 eq.) of[1,1-bis(diphenylphos- phino)ferrocene] dichloropalladium dichioromethane complex were added and the mixture was stirred at 85 C. for 6 h. The mixture was then stirred at RT overnight. The reaction mixture was admixed with 3 1 of water and 1 1 of methyl tert-butyl ether, filtered through kieselguhr and washed through with 11 of methyl tert-butyl ether. The filtrate was separated and the aqueous phase was extracted twice with 1 1 of methyl tert-butyl ethet The combined organic phases were dried over sodium sulphate and concentrated. The filtercake was washed three times with 800 ml of dichloromethane and the organic phase was dried over sodium sulphate and concentrated. Subsequently, the two residues were combined and stirred in methanol. The precipitate was filtered oil with suction and washed twice with methanol. The filtrate was concentrated and dissolved together with the precipitate in dichloromethane. Subsequently, activated carbon was added and the mixture was stirred under reflux for 30 mm. The reaction mixture was subjected to hot filtration through kieselguhr, and the filtrate was concentrated. The residue was stirred again in methanol, and the precipitate was filtered off with suction and washed twice with methanol. The filtrate was concentrated, and the precipitate was filtered off with suction and washed with methanol. The two precipitates were combined and dried under high vacuum overnight. The filtrate was concentrated and purified by means of flash chromatography (eluent: dichloromethane/ methanol, 0-2%). The product fractions were combined, concentrated and stirred in warm methanol. The precipitate was filtered off with suction, washed with methanol and dried under high vacuum. Overall yield: 120 g (75% of theory).10912] LC/MS [Method 1]: R=1.02 mm; MS (ESIpos):mlz=245 (M+H), j0913] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=8.33 (d, 1H), 8.04 (d, 1H), 7.82 (d, 1H), 7.76 (dd, 1H), 7.22 (dd, 1H),7.07 (s, 1H), 3.92 (s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ-NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; ACKERSTAFF, Jens; STAMPFUss, Jan; (87 pag.)US2017/291892; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts