2′-Fluoro-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)[1,1′-biphenyl]-2-carbonitrile → HCID 10200567, compound

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Reaction Steps

5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 2′-fluoro-5′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile (prepared as described in Example 2, steps a) to e), 90 mg, 0.28 mmol) as described in Example 7 part g), affording 2′-fluoro-5′-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-2-carbonitrile (56 mg, 66%). δH (360 MHz, CDCl3) 7.47 (1H, t, J 9.3), 7.53-7.62 (5H, m), 7.71 (1H, td, J, 7.7 and 1.4), 7.85 (1H, dd, J 7.7 and 0.7), 7.88 (1H, d, J 8.4), 8.71 (1H, d, J 8.8), 9.28 (1H, d, J 4.6). m/z (ES+) 394 [MH]+.

Provenance & Evidence