Triethylamine → HCID 57779824, compound

Participants

Reaction Conditions

Reaction Steps

569 mg (2.17) of triphenylphosphine are added to 712 mg (1.97 mmol) of 1-[(6-chloropyridin-3-yl)methyl]-2,5-dioxopyrrolidin-3-yl bromoacetate (XI-1) in 40 ml of acetonitrile, and the mixture is stirred at 50° C. for 3 hours. 0.29 ml (2.08 mmol) of triethylamine is added, and the mixture is stirred at 50° C. for about 16 hours. The entire reaction mixture is concentrated under reduced pressure and the residue that remains is then taken up in a little ethyl acetate, the insoluble solid is filtered off and the filtrate is purified by column chromatography on silica gel (silica gel 60, Merck, particle size: 0.04 to 0.063 mm) using the mobile phase ethyl acetate. This gives 305 mg (59% of theory) of 4-[(6-chloropyridin-3-yl)methyl]-6,6a-dihydro-2H-furo[3,2-b]pyrrol-2,5(4H)-dione.

Provenance & Evidence