Quinolin-6-ylboronic Acid (contains varying amounts of Anhydride) → 5-(4-Fluoro-3-quinolin-6-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine

Participants

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 6-quinolinylboronic acid (15.3 mg, 0.089 mmol) as described in Example 35 part c), affording 5-(4-fluoro-3-quinolin-6-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine (17.4 mg, 61%). δH (400 MHz, CDCl3) 7.43-7.57 (3H, m), 7.64 (1H, d, J 4.3), 7.69-7.72 (1H, m), 7.85 (1H, d, J 8.6), 7.97 (1H, dt, J 8.6 and 1.8), 8.06 (1H, s), 8.22 (2H, d, J 8.2), 8.59 (1H, d, J 8.6), 8.98 (1H, dd, J 1.8 and 4.1), 9.30 (1H, d, J 4.3). m/z (ES+) 420 [MH]+.

Provenance & Evidence