Sodium Carbonate → 2-(2-Fluoro-6-methoxyphenyl)-8-methylquinoline-3-carbaldehyde

Participants

Reaction Steps

Prepared according to Procedure A using 2-chloro-8-methylquinoline-3-carb-aldehyde (1.07 g, 5.21 mmol), 2-fluoro-6-methoxyphenylboronic acid (0.9738 g, 5.73 mmol, 1.1 eq), tetrakis(triphenylphosphine)palladium (0.3011 g, 5% mmol), and sodium carbonate (2.76 g, 26.1 mol, 5 eq) in MeCN (37.5 mL) and water (12.5 mL). After purification, 2-(2-fluoro-6-methoxyphenyl)-8-methylquinoline-3-carbaldehyde was obtained as white solid. 1H NMR (DMSO-d6) δ ppm 9.88 (1 H, s), 8.95 (1 H, s), 8.10 (1 H, d, J=8.1 Hz), 7.82 (1 H, d, J=7.1 Hz), 7.62-7.69 (1 H, m), 7.49-7.59 (1 H, m), 6.96-7.10 (2 H, m), 3.71 (3 H, s), 2.70 (3 H, s). Mass Spectrum (ESI) m/e=296.0 (M+1).

Provenance & Evidence