Acetyl chloride → HCID 58513616, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-((5-bromo-2-neopentyl-1H-benzo[d]imidazol-1-yl)methyl)piperidine-1-carboxylate (STEP A, 740 mg, 1.59 mmol) in methanol (8 mL) was added chlorotrimethylsilane (4 mL). After stirring for 17 h, the mixture was concentrated in vacuo. The residue was diluted with dichloromethane (8 mL) and added triethylamine (2.24 mL, 15.9 mmol) and acetyl chloride (227 microL, 3.19 mmol). After 20 min, the mixture was diluted with ethyl acetate and washed with water, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (dichloromethane-methanol, gradient) to give the title compound (630 mg, 97%) as an amorphous.

Provenance & Evidence