Glycine → HCID 24880119, compound

Participants

Reaction Steps

A mixture of 2-bromo-7-acetoxy-3-(3,4,5-trimethoxybenzoyl)-6-methoxy-benzofuran (50 mg, 0.10 mmol), glycine (18 mg, 0.29 mmol) and potassium carbonate (29 mg, 0.21 mmol) in a mixture of MeCN/water 80:20 (5 mL) was refluxed for six hours. Solvent was distilled and the residue was taken in water:dichloromethane 1:2 (30 mL) and stirred for 20 minutes. Aqueous layer was separated, washed with dichloromethane (20 mL) and acidified with 2 drops of concentrated HCl and was diluted with dichloromethane (50 mL) and was stirred for 30 minutes. The organic layer was separated and dried over magnesium sulfate and solvent was distilled to afford the title compound as yellow powder (23 mg, 51%); 1H NMR (300 MHz, Acetone d6) δ 9.09(b, 1H, NH), 6.97(s, 2H, benzoyl Hs), 6.74(d, 1H, J=8.53 Hz), 6.45(d, 1H, J=8.48 Hz), 4.48(d, 2H, J=4.28 Hz), 3.82(s, 6H, 2×OMe), 3.79(s, 3H, OMe), 3.78(s, 3H, OMe).

Provenance & Evidence