3-[3-(5,5-Dimethyl[1,3,2]dioxaborinan-2-yl)-5-fluorophenyl]pyridine → 5-(3-Fluoro-5-pyridin-3-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine

Participants

Reaction Steps

5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 3-[3-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-5-fluorophenyl]pyridine (80 mg, 0.28 mmol) as described in Example 7 part g), affording 5-(3-fluoro-5-pyridin-3-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine (19 mg, 24%). δH (360 MHz, CDCl3) 7.24-7.63 (1H, m), 7.41-7.45 (1H, m), 7.48-7.52 (2H, m), 7.63 (1H, d, J 4.6), 7.86 (1H, d, J 8.8), 7.92 (1H, dt, J 8.1 and 1.9), 8.55 (1H, d, J 8.8), 8.69 (1H, dd, J 1.6 and 4.7), 8.90 (1H, d, J 1.8), 9.32 (1H, d, J 4.6). m/z (ES+) 370 [MH]+.

Provenance & Evidence