5'-(5,5-Dimethyl-[1,3,2]dioxaborinan-2-yl)-5,2'-difluorobiphenyl-2-carbonitrile → 5,2'-Difluoro-5'-(7-trifluoromethyl-[1,8]naphthyridin-4-yl)biphenyl-2-carbonitrile

Participants

Reaction Steps

5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 5′-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-5,2′-difluorobiphenyl-2-carbonitrile (91 mg, 0.28 mmol) as described in Example 7 part g), affording 5,2′-difluoro-5′-(7-trifluoromethyl-[1,8]naphthyridin-4-yl)biphenyl-2-carbonitrile (27 mg, 30%). δH (360 MHz, CDCl3) 7.24-7.29 (1H, m), 7.34 (1H, dt, J 7.2 and 1.9), 7.46-7.51 (1H, m), 7.59-7.65 (3H, m), 7.84-7.90 (2H, m), 8.68 (1H, d, J 8.8), 9.29 (1H, d, J 4.2). m/z (ES+) 412 [MH]+.

Provenance & Evidence