Isobutylamine → N-tert-Butyl-3-((4-(4-(3-isobutylureido)-2-methoxybenzoyl)piperazin-1-yl)methyl)benzamide

Participants

Reaction Steps

3-((4-(4-Amino-2-methoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide (200 mg, 0.48 mmol) and 4-nitrophenol chloroformate (475 mg, 0.48 mmol) were combined and stirred in dichloromethane for 1 hour. Isobutylamine (102.4 mg, 1.4 mmol, 0.14 mL) was added and the reaction mixture was stirred for 30 minutes. The reaction mixture was diluted with water and flushed through a hydrophobic fret. The organic phase was concentrated under reduced pressure and purified by acidic reverse phase HPLC to afford the title compound (67 mg). MS (ESI) m/z 524.5 [M+H]+

Provenance & Evidence