Boron tribromide → HCID 67060841, compound

Participants

Reaction Steps

To 7-chloro-3-(2-chlorobenzyl)-9-methoxy-5-(3-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-1H-benzo[e][1,4]diazepin-2(3H)-one (25 mg, 0.05 mmol) under a nitrogen atmosphere was added 1M boron tribromide solution in dichloromethane (3 mL). This mixture was stirred at ambient temperature for 1 hour, then quenched with water (30 mL). Ethyl acetate (30 mL) was added and the mixture was slurried overnight. The layers were separated and the organic layer was dried with sodium sulfate, filtered and concentrated in vacuo. The product was purified by column chromatography eluting with a gradient of 0-20% methanol in dichloromethane to yield 7-chloro-3-(2-chlorobenzyl)-9-hydroxy-5-(3-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-1H-benzo[e][1,4]diazepin-2(3H)-one. HRMS [M+H]+ predicted: 481.0834. found: 481.0828.

Provenance & Evidence