Boron tribromide → HCID 53379904, compound

Participants

Reaction Steps

To a solution of 5-(biphenyl-3-yl)-4-fluoro-2,3-dimethoxypyridine (15 mg, 0.048 mmol) in CH2Cl2 (1 mL) was added a methylene chloride solution of BBr3 (1 M, 0.97 mL). After 24 h of stirring at room temperature, the reaction mixture was concentrated and the resulting residue was stirred in 3 N aqueous HCl as a suspension for 1 h. Concentrated, triturated with MeOH and the precipitated solid was collected by filtration, washed with MeOH and dried in vacuo to afford 12 mg (88%) of 5-biphenyl-3-yl-4-fluoro-3-hydroxypyridin-2(1H)-one as a white solid. 1H NMR (DMSO-d6, 400 MHz) δ 12.12 (s, 1H), 9.45 (s, 1H), 7.77-7.69 (m, 3H), 7.66-7.64 (m, 1H), 7.54-7.37 (m, 5H), 7.23 (d, J=8.8 Hz, 1H). High resolution mass spec (FT/ICR) calc (M+H)+=282.0925 found 282.0921.

Provenance & Evidence