Reference of 1964-77-8, A common heterocyclic compound, 1964-77-8, name is 5-Bromo-2-methyl-1H-benzo[d]imidazole, molecular formula is C8H7BrN2, 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.
STEP 1 :[00224] To 5-bromo-2-methylbenzimidazole (38 g, 180 mmol) in THF (400 mL) was added di-/ert-butyl dicarbonate (39 g, 189 mmol). The reaction mixture was stirred at room temperature for 24 h and then concentrated. Ethyl acetate (400 mL) was added to the residue, and the solution was washed with 10% aqueous citric acid (2 x 100 mL), water (100 mL), and brine (100 mL), dried over sodium sulfate, and concentrated. Column chromatography on silica (gradient 20-30% ethyl acetate in hexane) provided 1 , 1 -dimethylethyl 6-bromo-2- methyl- lH-benzimidazoie-l -carboxylate (27 g, 48% yield) as a beige solid. MS (EI) for Ci3H,5BrN202: 312 (MH+).
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; EXELIXIS, INC.; RICE, Kenneth; WO2012/71501; (2012); A1;,
Imidazole – Wikipedia,
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