5-broMo-1-cyclopropyl-1H-iMidazole synthesis

Yield: 37%

Reaction Conditions:

with 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione in dichloromethane at 5 - 10; for 2 h;

Steps:

11.2
Step 2 Cyclopropyl-1H-imidazole (1.18 g, 10.9 mmol) was dissolved in methylene chloride (0.1 M), cooled to 5-10° C., and 1,3-dibromo-5,5-dimethylhydantoin (1.59 g, 5.57 mmol) was added. The temperature was maintained between 5-10° C. and the reaction was stirred for 2 hours. Solvent was removed from the reaction mixture under reduced pressure, and the residue was purified by column chromatography (eluding with 1%-7% methanol in methylene chloride, 5% methanol/methylene chloride) to afford 620 mg (37% yield) of 5-bromo-1-cyclopropyl-1H-imidazole.

References:

Gilead Sciences, Inc. US2011/9410, 2011, A1 Location in patent:Page/Page column 30