Triethylamine → HCID 86586377, compound

Participants

Reaction Steps

A solution of (3,5-dinitrophenyl)[3-(trifluoromethyl) phenyl]amine, prepared as previously described via boronic acid coupling (0.50 g, 1.5 mmol) in CH2Cl2 (7 mL) was treated with 10% palladium/carbon (100 mg) and the mixture shaken 1 h. under 50 psi H2. The solution was filtered and the filtrate treated with triethylamine (0.15 g, 1.5 mmol) followed by 3,5-dichlorobenzoyl chloride (0.29 g, 1.4 mmol) and stirred overnight. The reaction mixture was then concentrated and the product purified on silica gel using 2:1 hexane:ethyl acetate as eluent to give 0.54 g (80%) of the desired product as a white solid: 1H NMR 400 MHz (DMSO) δ5.17 (s, 2H); 6.16 (s, 1H); 6.69 (s, 1H); 6.82 (s, 1H); 7.05 (t, J=8 Hz, 1H); 7.26-7.44 (m, 4H); 7.94 (s, 2H); 8.30 (s, 1H); 10.08 (s, 1H);

Provenance & Evidence