Sodium Carbonate → HCID 57556174, compound

Participants

Reaction Steps

Prepared according to Procedure A using 2-chloro-8-methylquinoline 3-carbaldehyde (1.0 g, 4.86 mmol), 2-fluorophenyl boronic acid (0.749 g, 5.35 mmol, 1.1 eq), tetrakis(triphenylphosphine)palladium (0.281 g, 0.24 mmol, 0.05 eq), and sodium carbonate (2.58 g, 24 mmol, 5 eq) in acetonitrile (36 mL) and water (12 mL). After purification, 2-(2-fluorophenyl)-8-methylquinoline-3-carbaldehyde was obtained as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.03 (1 H, d, J=3.5 Hz), 8.99 (1 H, s), 8.12 (1 H, d, J=7.8 Hz), 7.85 (1 H, d, J=7.0 Hz), 7.76 (1 H, td, J=7.5, 1.8 Hz), 7.58-7.70 (2 H, m), 7.45 (2 H, td, J=7.5, 1.0 Hz), 7.38 (2 H, td, J=9.4, 1.2 Hz), 2.75 (3 H, s) Mass Spectrum (ESI) m/e=266.0 (M+1)

Provenance & Evidence