Methyl iodide → HCID 57899324, compound

Participants

Reaction Conditions

Reaction Steps

150 mg (0.55 mmol) of 4-[[(5,6-dichloropyridin-3-yl)methyl](methyl)amino]furan-2(5H)-one (10) are dissolved in 5 ml of tetrahydrofuran and cooled to −78° C., and 339 μl (0.58 mmol) of a 1.7 M solution of tert.-butyllithium in pentane are added. After 30 min of stirring at −78° C., 36 μl (0.58 mmol) of methyl iodide are added, and the mixture is stirred at −78° C. for a further 30 min and then warmed to room temperature. Concentration under reduced pressure and 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 ethyl acetate:cyclohexane (4:1) gives 48 mg (27% of theory) of 4-[[(5,6-dichloropyridin-3-yl)methyl](methyl)amino]-5-methylfuran-2(5H)-one.

Provenance & Evidence