Oxalyl chloride → 2-(Difluoromethyl)-N-(4-(4-fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-yl)-5-(isobutyramidomethyl)nicotinamide

Participants

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 4-(4-fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-amine (Intermediate-44, 50 mg, 0.16 mmol), 2-(difluoromethyl)-5-(isobutyramidomethyl)nicotinic acid (Intermediate-66, 52 mg, 0.19 mmol), oxalyl chloride (37 mg, 0.29 mmol), DMF (1 drop) and DIPEA (74 mg, 0.57 mmol) in CH2Cl2 (2 mL) to afford 7 mg of the title product. 1H NMR (300 MHz, CDCl3): δ 10.39 (s, 1H), 8.93 (d, 1H), 8.75 (s, 1H), 8.60 (d, 1H), 8.07 (m, 2H), 7.66 (t, 1H), 7.47 (m, 1H), 7.37-7.15 (m, 2H), 6.60 (d, J=5.4 Hz, 1H), 4.63-4.60 (d, J=6.9 Hz, 2H), 2.45 (m, 1H), 1.21 (d, J=6.9 Hz, 6H); MS (m/z): 577.97 (M+H)+.

Provenance & Evidence