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

Participants

Reaction Steps

2-((4-(4-Amino-3-fluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylthiazole-4-carboxamide (100 mg, 0.238 mmol) and 4-nitrophenol chloroformate (48 mg, 0.238 mmol) were combined and stirred in dichloromethane for 1 hour at room temperature. Cyclopropylmethylamine (50.9 mg, 0.715 mmol, 62 μl) was added and the reaction was stirred for 30 minutes. The reaction mixture was diluted with water and flushed through a hydrophobic frit. The organic phase was concentrated under vacuum and purified by acidic reverse phase HPLC to afford the title compound (5 mg). MS (ESI) m/z 517.3 [M+H]+

Provenance & Evidence