The origin of a common compound about 67832-11-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-methylbenzonitrile, and friends who are interested can also refer to it.

Application of 67832-11-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 67832-11-5 name is 4-Bromo-2-methylbenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[0617j To a solution of 4-bromo-2-methylbenzonitrile (3.0 g, 15 mmol) in anhydrous THF (20 mL) under nitrogen at 0 C was added 1.0 M solution of borane in THF (46 mL). The reaction mixture was stirred at 0 C for 1 h, and heated at 80 C overnight. The reaction mixture was cooled to 0 C and slowly quenched with MeOH, concentrated in vacuo. The crude product was treated with EtOAc (20 mL) and 4 M of HC1 in 1,4-dioxane (8.0 mL, 32 mmol) for 5 mm. The solid was filtered, rinsed with diethyl ether, dried to give the title compound as a white powder (3.24 g, yield: 100%). LCMS: RT 0.75 mm.; MH+ 200.0. ?H NMR (300 MHz, DMSOd6) 5: 8.28 (br. s., 2H), 7.42 – 7.54 (m, 2H), 7.34 (d, J = 7.93 Hz, 1H), 3.99 (d, J = 4.15 Hz, 2H), 2.35 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts