Triethylamine → 1-(4-(4-(4-(2-(tert-Butyldimethylsilyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl)benzyl)piperazine-1-carbonyl)-2-fluorophenyl)-3-(pyridin-2-yl)urea

Participants

Reaction Steps

(4-Amino-3-fluorophenyl)(4-(4-(2-(tert-butyldimethylsilyloxy)-1,1,1,3,3,3-hexa-fluoropropan-2-yl)benzyl)piperazin-1-yl)methanone (200 mg, 0.337 mmol) and 4-nitro-phenyl carbonochloridate (0.337 mmol, 0.068 g) were combined and stirred at room temperature for 1 hour in dichloromethane (1 mL). Pyridin-2-amine (0.674 mmol, 0.063 g) and triethylamine (0.674 mmol, 0.094 mL, 0.068 g) were added and the reaction mixture heated using microwave irradiation to 120° C. for 10 minutes. The reaction mixture was purified by silica column chromatography (eluant dichloromethane/methanol 0% to 2%) to afford the title compound (69 mg). MS (ESI) m/z 714.2 [M+H]+

Provenance & Evidence