These common heterocyclic compound, 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, 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. HPLC of Formula: C4H5BrN2
5-Bromo-1-methyl-1H-imidazole (0.5 M in DCM, 1.67 mL, 0.834 mmol) was treated with ethylmagnesium chloride (2.09 M in THF, 0.399 mL, 0.834 mmol) dropwise under argon with stirring at room temperature over 1 minute, and the resulting slurry was stirred at 40 C. for 20 minutes. This was treated rapidly dropwise over 1 minute with a solution of tert-butyl 4-(3-(piperidine-1-carbonyl)-2,4-bis(trifluoromethyl)quinoline-6-carbonyl)piperidine-1-carboxylate (196 mg, 0.334 mmol, Intermediate 3: step f) in THF (1.6 mL) with stirring at room temperature, and was then stirred at 40 C. for 2 hours. The reaction was then quenched at room temperature with 5 M aqueous NH4Cl (1 mL) and extracted with 1:1 THF/heptanes (2*3 mL), and the combined organic layers were dried (Na2SO4), filtered, and concentrated. The residue was purified by FCC (0-10% MeOH in DCM) to provide a ?1:1 mixture of the title compound and tert-butyl 4-(2-(1-methyl-1H-imidazol-5-yl)-3-(piperidine-1-carbonyl)-2,4-bis(trifluoromethyl)-1,2-dihydroquinoline-6-carbonyl)piperidine-1-carboxylate as a beige foam. MS m/e 670.3 [M+H]+.
The synthetic route of 5-Bromo-1-methyl-1H-imidazole has been constantly updated, and we look forward to future research findings.