Hydrochloric Acid → (R)-7-cyano-2,3,4,5-tetrahydro-1-[(((1,1-dimethylethoxy)-carbonyl)-1H-imidazol-4-yl)methyl]-4-(methylsulfonyl)-3-(phenylmethyl)-1H-1,4-benzodiazepine

Participants

Reaction Steps

To a solution of Compound C of Example 248 (200 mg, 0.76 mmol) in THF (20 mL) under argon was added 4-nitrophenylchloroformate (0.88 mL, 0.76 mmol). The solution was stirred for 8 hours, poured into aqueous hydrochloric acid (150 mL, 1N), extracted with ethyl acetate (2×150 mL), dried (MgSO4), and concentrated to an oil which was purified using flash chromatography (50 g silica, 2:1 hexane:ethyl acetate) to provide Compound A (230 mg, 70%) as a clear oil.

Provenance & Evidence