Synthesis
4-Chloro-2-(trifluoromethyl)quinoline (100.0 mg, 0.43 mmol), 2-(4-nitrophenyl)ethan-1-amine hydrochloride (87.0 mg, 0.43 mmol) and Et3N (180.0 L, 1.29 mmol) were added to NMP (1.0 mL). The reaction mixture was allowed to react in a microwave oven (50 W, at 100 C) for 1 h and then cooled to room temperature. After adding ice water, the reaction mixture was extracted with CH2Cl2. The organic layer was washed with brine, dried with Na2SO4 and filtered. The residue obtained under reduced pressure was purified by supercolumn chromatography on an amine silica column (CH2Cl2:MeOH = 20:1). The grades containing the product were collected and evaporated to give the white solid compound, N-(4-nitrophenylethyl)-2-(trifluoromethyl)quinolin-4-amine (35.0 mg, 23%).
