Methanol → HCID 178522990, compound

Participants

Reaction Steps

BBr3 (20 mL) was added dropwise to a mixture of compound 5-bromo-N-(4-fluorobenzyl)-2-methoxynicotinamide (2.0 g, 5.9 mmol) in DCM (10 mL) at −78° C. The mixture was stirred at RT for 10 h, and then MeOH (20 mL) was added to quench the reaction. The mixture was concentrated in vacuum to give the product of 5-bromo-N-(4-fluorobenzyl)-2-hydroxynicotinamide (1.8 g, yield: 95%). 1H-NMR (DMSO-d6, 400 MHz) δ 12.9 (s, 1H), 10.0 (t, J=4.8 Hz, 1H), 8.30 (d, J=2.8 Hz, 1H), 8.02 (s, 1H), 7.34 (dd, J=6.0, 8.8 Hz, 2H), 7.15 (d, J=8.8 Hz, 2H), 4.50 (s, 2H). MS (M+H)+: 325/327

Provenance & Evidence