1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → Sorafenib

Participants

Reaction Steps

A solution of 4-chloro-3-(trifluoromethyl)phenylisocyanate (14.60 g, 65.90 mmol) in CH2C12 (35 mL) was added dropwise to a suspension of 4-(2-(N-methylcarbamoyl)-4-pyridyloxy)aniline (MethodA2, Step 4; 16.0 g, 65.77 mmol) in CH2C12 (35 mL) at 0° C. The resulting mixture was stirred at room temp. for 22 h. The resulting yellow solids were removed by filtration, then washed with CH2C12 (2×30 mL) and dried under reduced pressure to afford N-(4-chloro-3-(trifluoromethyl)phenyl)-N′-(4-(2-(N-methylcarbamoyl)-4-pyridyloxy)phenyl) as an off white solid (28.5 g, 93%)

Provenance & Evidence