Cyclopropanemethanamine → N-tert-Butyl-3-((4-(4-(3-(cyclopropylmethyl)ureido)-3-fluorobenzoyl)-2-(fluoromethyl)piperazin-1-yl) methyl)benzamide

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Reaction Steps

To a solution of 3-((4-(4-amino-3-fluorobenzoyl)-2-(fluoromethyl)piperazin-1-yl)-methyl)-N-tert-butylbenzamide (150 mg, 0.34 mmol) in dichloromethane (4 mL) at room temperature was added 4-nitrophenyl chloroformate (71.4 mg, 0.354 mmol). The reaction mixture was stirred at room temperature for 1 hour before the addition of cyclopropane-methylamine (150 μL). The mixture was stirred at room temperature overnight before being applied to a silica carbonate column. The eluant was concentrated under reduced pressure and redissolved in methanol. Purification by basic reverse phase HPLC gave the title compound (2 mg), MS (ESI) m/z 542.5 [M+H]+

Provenance & Evidence