Acetonitrile → HCID 86708722, compound

Participants

Reaction Steps

To a solution of (4S)-2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid (443 mg, 1.83 mmol) and 2-bromo-1-(7-bromo-9,10-dihydrophenanthren-2-yl)ethanone (635 mg, 1.67 mmol) in acetonitrile (7 mL) was added diisopropylethylamine (0.6 mL, 3.34 mmol). The reaction was stirred at room temperature for 16 hours and was then diluted with ethyl acetate. The organics were washed with water and brine, dried (MgSO4) and concentrated. The resulting crude residue was purified by flash chromatography to yield (1R,3S,4S)-tert-butyl 3-(5-(7-bromo-9,10-dihydrophenanthren-2-yl)-1H-imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate (670 mg, 74%).

Provenance & Evidence