3-(Trifluoromethyl)aniline → HCID 67237987, compound

Participants

Reaction Steps

In a 5 ml glass tube were placed 2-chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide (100 mg, 0.26 mmol), 3-trifluoromethyl aniline (170 mg, 1.05 mmol), t-BuOK (30 mg, 0.26 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (BINAP, 8.1 mg, 0.013 mmol), Pd(OAc)2 (2.9 mg, 0.013 mmol), DMF (1 mL), and a magnetic stir bar. The vial was sealed with septum and placed into the Microwave cavity. The vial was irradiated in a Microwave synthesizer at 130° C. for 4 min. The mixture was diluted with EtOAc and washed with 1N HCl and water. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The crude residue was purified by column chromatography (gradient 12% to 100% EtOAc in n-hexane) to give title compound (10 mg, 7.5%).

Provenance & Evidence