2-(Bromomethyl)-1-fluoro-3-(trifluoromethyl)benzene → 9-(2-Fluoro-6-(trifluoromethyl)benzylamino)benzo[c][1,8]naphthyridin-6(5H)-one

Participants

Reaction Steps

The title compound was synthesized according to the procedure described for the preparation of Example 458 using 70 (122 mg, 0.58 mmol) and 2-(bromomethyl)-1-fluoro-3-(trifluoromethyl)benzene (179 mg, 0.70 mmol) to provide 461 (12 mg, 5% yield) as a white powder. LC-MS (M+H=388, obsd.=388). 1H NMR (400 MHz, DMSO-D6) δ 8.53 (dd, J=1.7, 8.0, 1H), 8.43 (dd, J=1.6, 4.7, 1H), 8.00 (d, J=8.7, 1H), 7.95 (s, 1H), 7.63 (d, J=7.8, 1H), 7.46 (dd, J=8.1, 13.2, 1H), 7.40 (d, J=2.1, 1H), 7.32 (dd, J=4.7, 7.9, 2H), 6.88 (dd, J=2.0, 8.7, 1H), 6.20 (s, 2H), 5.90 (s, 1H).

Provenance & Evidence