Pyridinium chloride → HCID 21071779, compound

Participants

Reaction Conditions

Reaction Steps

To a 35 ml flask was added 4-(3-fluoro-4-methoxyphenyl)-naphthalene-1-carbaldehyde (720 mg ˜80% pure, 2.05 mmol), and pyridine hydrochloride (3 g, 26 mmol). The mixture was warmed to 195° C. for 2 h, cooled slightly, and the remaining pyridine hydrochloride was dissolved in water (50 ml). The aqueous layer was extracted with ethyl acetate (3×), dried over anhydrous Na2SO4, passed through a silica plug and concentrated to afford 570 mg (99%) of product as an off-white foam. The material was carried on to the next step without further purification: 1H NMR (300 MHz, DMSO-d6) δ 7.16 (2H, m), 7.35 (1H, d, J=12.00 Hz), 7.60–7.80 (3H, m), 7.98 (2H, d, J=8.3 Hz) 8.22 (1H, d, J=7.4 Hz), 9.28 (1H, d, J=8.4), 10.24 (1H, s), 10.43 (1H, s).

Provenance & Evidence