Sodium Methoxide → HCID 69671179, compound

Participants

Reaction Steps

A mixture of 3-(2-chloropyridin-3-yl)-6-(4-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine (178 mg, 0.53 mmol) and sodium methoxide (518 mg, 9.6 mmol) in methanol (60 mL) was heated to reflux for 16 h under Argon. The reaction mixture was cooled to room temperature and concentrated. The residue was mixed with DCM (60 mL) and water (60 mL), and it was separated and the organic layer was washed with brine (50 mL×2) and concentrated. The residue was stirred at room temperature for 0.5 h in petroleum ether (35 mL) and ethyl acetate (5 mL) and filtered. The solids were dried in vacuo to give the title compound (150 mg, 84.0% yield). 1H NMR (DMSO-d6): 8.47 (dd, J=4.8 and 1.8 Hz, 1H), 8.32 (m, 1H), 8.10 (dd, J=7.2 and 1.8 Hz, 1H), 7.94 (dd, J=9.6 and 0.9 Hz, 1H), 7.79 (dd, J=9.6 and 1.5 Hz, 1H), 7.69 (d, J=8.7 Hz, 2H), 7.27 (dd, J=7.5 and 5.1 Hz, 1H), 7.05 (d, J=9.0 Hz, 2H), 3.95 (s, 3H), 3.80 (s, 3H). MS: m/z 333.2 [M+H+].

Provenance & Evidence