Carbon tetrabromide → HCID 12147030, compound

Participants

Reaction Conditions

Reaction Steps

3-(4-Chlorobenzylsulfonylamino)-6-methyl-1-(3-hydroxypropyl)pyridone (3-8) (292 mg, 0.8 mmol) was dissolved in 8 mL methylene chloride under a nitrogen atmosphere. Triphenylphosphine (250 mg, 0.96 mmol) was added, followed by 370 mg (1.12 mmol) carbon tetrabromide. The reaction mixture was cooled to 0° C. and held at that temperature for 16 hours. The solvent was evaporated in vacuo and the product purified by flash chromatography (50:50 ethyl acetate: hexanes) to afford 227 mg of the title compound as a white solid. 1H NMR (400 MHz, CDCl3): δ 2.25 (m, 2H), 2.39 (s, 3H), 3.50 (t, 2H), 4.28 (t, 2H), 4.27 (s, 2H), 5.93 (d, 1H), 7.20-7.31 (m, 5H).

Provenance & Evidence