Acetonitrile → Ammonia

Participants

Reaction Steps

Combine 1-(3,4,5-trimethoxybenzyl)-3-(4-(trifluoromethyl)phenylmethyl)-3-(2-methanesulfonyloxyethyl)-2-oxopyrrolidine (0.54 g, 0.99 mmol), 4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane hydriodic acid salt (0.54 g, 0.99 mmol), and N,N-diisopropylethylamine (0.5 g, 3.94 mmol) and acetonitrile (10 mL). Heat to reflux. After 12 hours, cool to ambient temperature, dilute with dichloromethane and extract twice with water. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 0.5% concentrated aqueous ammonia solution/5% methanol/ethyl acetate to give the title compound: Rf=0.34 (silica gel, 0.5% concentrated aqueous ammonia solution/5% methanol/ethyl acetate).

Provenance & Evidence