Pyridine → HCID 86632444, compound

Participants

Reaction Steps

1.34 g (5.56 mmol) of 1-[(6-chloropyridin-3-yl)methyl]-3-hydroxypyrrolidin-2,5-dione (XI-1a) and 674 μl (8.34 mmol) of pyridine are dissolved in 15 ml of dichloromethane, and 1.12 g (5.56 mmol) of bromoacetyl bromide are added at 0° C. The mixture is stirred at room temperature for 30 minutes, and ice-water is then added. The organic is washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution, dried over magnesium sulphate and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel (silica gel 60, Merck, particle size: 0.04 to 0.063 mm) using the mobile phase mixture dichloromethane:methanol (97:3) gives 1.44 g (55% of theory) of 1-[(6-chloropyridin-3-yl)methyl]-2,5-dioxopyrrolidin-3-yl bromoacetate.

Provenance & Evidence