3'-Fluoro-5'-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile → 3'-Fluoro-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 3′-fluoro-5′-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile (90 mg, 0.28 mmol) as described in Example 7 part g), affording 3′-fluoro-5′-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-2-carbonitrile (30 mg, 35%). δH (360 MHz, CDCl3) 7.32-7.36 (1H, m), 7.41-7.44 (1H, m), 7.50-7.59 (3H, m), 7.64 (1H, d, J 4.6), 7.72 (1H, td, J 7.7 and 1.4), 7.85 (1H, dd, J 7.7 and 0.7), 7.90 (1H, d, J 8.8), 8.75 (1H, d, J 8.8), 9.30 (1H, d, J 4.2). m/z (ES+) 394 [MH]+.

Provenance & Evidence