(Pyrimidin-5-yl)boronic acid → 5-(4-Fluoro-3-pyrimidin-5-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine

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Reaction Steps

Trifluoromethanesulfonic acid 2-fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenyl ester (30.0 mg, 0.068 mmol) was coupled to 5-pyrimidinylboronic acid (prepared as described in WO 9411372; 11.0 mg, 0.089 mmol) as described in Example 35 part c), affording 5-(4-fluoro-3-pyrimidin-5-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine (10.3 mg, 41%). δH (360 MHz, CDCl3) 7.49 (1H, t, J 9.5), 7.55-7.61 (3H, m), 7.86 (1H, d, J 8.4), 8.51 (1H, d, J 8.4), 9.01 (2H, d, J 1.1), 9.28 (1H, s), 9.32 (1H, d, J 4.6). m/z (ES+) 371 [MH]+.

Provenance & Evidence