Benzoyl chloride → HCID 10212521, compound

Participants

Reaction Steps

Benzoyl chloride (19 mg, 0.14 mmol) was added to a stirred solution of (2S,3S,4R,5R)-5-(6-[(2,2-diphenylethyl)amino]-2-{[({[2-(isopropylamino) ethyl]amino}carbonyl)amino]methyl}-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydro-2-furancarboxamide (80 mg, 0.12 mmol) (Preparation 12) and triethylamine (0.034 ml, 0.25 mmol) in ethyl acetate (5 ml) and N′-methylpyrrolidinone (0.2 ml) at room temperature. The reaction mixture was stirred for 96 hours, washed with water (2 ml) and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:0.88 concentrated aqueous ammonia (90:10:1 by volume) increasing in polarity to dichloromethane:methanol:0.88 concentrated aqueous ammonia (80:20:3 by volume) to give the title compound as a foam (35 mg).

Provenance & Evidence