2-(Trifluoromethyl)benzylamine → HCID 21916466, compound

Participants

Reaction Steps

A mixture of 3-[6-(4-trifluoromethoxy-phenylamino)-pyrimidin-4-yl]-benzoic acid (100 mg, 0.27 mmol), 2-trifluoromethylbenzyl amine (71 mg, 0.40 mmol), HATU (112 mg, 0.30 mmol) and DIPEA (232 μL, 1.33 mmol) in DMF (4 mL) is stirred at room temperature for eight hours. The solvent is then removed and silica gel chromatography (methanol/dichloromethane, 5/95) affords the title compound, 3-[6-(4-Trifluoromethoxy-phenylamino)-pyrimidin-4-yl]-N-(2-trifluoromethyl-benzyl)-benzamide (134 mg, 95% yield); 1H NMR (400 MHz, d-DMSO) δ4.71 (d, J=5.1 Hz, 2H), 7.36 (m, 3H), 7.49 (m, 1H), 7.56 (d, J=7.5 Hz, 1H), 7.67 (m, 2H), 7.75 (d, J=7.9 Hz, 1H), 7.85 (d, J=9.1 Hz, 2H), 8.08 (d, J=7.8 Hz, 1H), 8.23 (d, J=7.7 Hz, 1H), 8.61 (s, 1H), 8.78 (s, 1H), 9.31 (dd, J=5.8, 6.0 Hz, 1H), 9.96 (s, 1H); MS (ES+) m/e 533.1(M+H+).

Provenance & Evidence