Dimethyl Sulfoxide → HCID 18791391, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of oxalyl chloride (95 mg) in dichloromethane (10 ml) was added dimethyl sulfoxide (117 mg) dropwise at -78° C. The mixture was warmed to -15° C. and a solution of 4-[2-(3-tert-butoxycarbonylaminoprop-1-yl)oxybenzoyl]amino-3-methoxy-N-methyl-N-[2-(6-hydroxyhex-1-yl)oxy-4-methylphenyl]benzamide (450 mg) in dichloromethane (10 ml) was added thereto. After being stirred at the same temperature for 10 minutes, to the reaction mixture was added triethylamine (343 mg) and stirred at the same temperature for 5 minutes. The resulting solution was warmed to ambient temperature and poured into water. The mixture was extracted with chloroform (15 ml×3) and the organic layer was washed with brine. The solution was dried over magnesium sulfate and the solvent was evaporated to give 4-[2-(3-tert-butoxycarbonylaminoprop-1-yl)oxybenzoyl]amino-3-methoxy-N-methyl-N-[2-(5-formylpent-1-yl)oxy-4-methylphenyl]benzamide (546 mg)

Provenance & Evidence