3-(2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)pyridine → 5-(4-Fluoro-3-pyridin-3-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine

Participants

Reaction Steps

5-Chloro-2-trifluoromethyl[1,8]naphthyridine (200 mg, 0.86 mmol) was coupled to 3-[2-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]pyridine (349 mg, 1.2 mmol) as described in Example 3 part g), affording 5-(4-fluoro-3-pyridin-3-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine (90 mg, 28%). δH (360 MHz, CDCl3) 7.41-7.46 (2H, m), 7.50-7.55 (1H, m), 7.57-7.61 (2H, m), 7.85 (1H, d, J 8.4), 7.91-7.96 (1H, m), 8.55 (1H, d, J 8.8), 8.68 (1H, dd, J 1.4 and 4.9), 8.86 (1H, s), 9.30 (1H, d, J 4.6). m/z (ES+) 370 [MH]+.

Provenance & Evidence