3-Chloro-4-fluoroaniline → N-[4-(2,2-Difluoroethyl)oxy-3-(4-fluoro-3-chloro-phenyl)aminocarbonyl-phenyl]-2-chloro-5-(tert-butylcarbonylamino)methyl-benzamide

Participants

Reaction Steps

HATU (43 mg, 0.11 mmol) was added to N-[4-(2,2-difluoroethyl)oxy-3-hydroxycarbonyl-phenyl]-2-chloro-5-(tert-butylcarbonylamino)methyl-benzamide (50.0 mg, 0.107 mmol) in 5.0 mL THF, followed by 52 μL TEA and the mixture was stirred for 15 min. Then 3-chloro-4-fluoroaniline (15.5 mg, 0.107 mmol) was added and it was stirred for 4 h at rt. The crude mixture was concentrated, EtOAc was added and the organic phase was washed with satd. aq. NaHCO3-solution, water and satd. NaCl-solution. The organic phase was dried with Na2SO4 and concentrated i. vac. to give the title compound.

Provenance & Evidence