Category: 255064-10-9

Adding a certain compound to certain chemical reactions, such as: 255064-10-9, name is 6-Bromo-4-methyl-1H-benzo[d]imidazole, belongs to imidazoles-derivatives compound, 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 255064-10-9, category: imidazoles-derivatives

6-Bromo-4-methyl-lH-benzo[d]imidazole (1.02 g, 4.83 mmol) was dissolved in tetrahydrofuran (10 mL) at room temperature with stirring under nitrogen. 3,4-Dihydro-2H-pyran (3.5 mL, 38.4 mmol) and methanesulfonic acid (0.032 mL, 0.48 mmol) were added and the resulting mixture heated at 75 0C for 49 h. The resulting mixture was cooled to room temperature, diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine. The organics were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Flash chromatography (50-100 percent ethyl acetate in hexanes) gave the desired product (1.32 g, 4.47 mmol, 93 percent yield) as a light yellow solid. MS (ESI) m/z 295.1 [M] +, 297.3 [M+2]+.

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Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; ELSNER, Jan; HARRIS, Roy, L.; LEE, Branden; MORTENSEN, Deborah; PACKARD, Garrick; PAPA, Patrick; PERRIN-NINKOVIC, Sophie; RIGGS, Jennifer; SANKAR, Sabita; SAPIENZA, John; SHEVLIN, Graziella; TEHRANI, Lida; XU, Weiming; ZHAO, Jingjing; PARNES, Jason; MADAKAMUTIL Loui; FULTZ Kimberly; NARLA, Rama K.; WO2010/62571; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 255064-10-9, 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. 255064-10-9 name is 6-Bromo-4-methyl-1H-benzo[d]imidazole, 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.

(Bromomethyl) cyclopropane (3.75 mmol, 0.36 mL) was added drop-wise to mixture of 6-bromo-4-methyl-lH- benzo [d] imidazole (2.5 mmol) and potassium carbonate (3.75 mmol, 0.52 g, ) in DMF (8 mL). The mixture was stirred at room temperature for 48 hours and 60°C for 3 h. The mixture was diluted with ethyl acetate and water and the organic extract was washed with brine, dried (MgS04) and concentrated under reduced pressure. Purification of the crude product by column chromatography (silica gel, gradient of 30-100percent ethyl acetate in isohexane) gave the title compound (containing ~25percent of the isomeric 5-bromo- 1- (cyclopropylmethyl) -7-methyl-lH-benzo [d] imidazole) as an off-white solid (0.29 g, 44percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-4-methyl-1H-benzo[d]imidazole, and friends who are interested can also refer to it.