N,N-Dimethylglycine → HCID 24768017, compound

Participants

Reaction Conditions

Reaction Steps

Compound 1 (1.9 g, 5 mmol), N,N-dimethylglycine (1.0 g, 10 mmol), N,N-dimethylaminopyridine (0.1 g, 0.8 mmol), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.9 g, 10 mmol) were added to DMF (20 mL) under ice-cooling, and the mixture was stirred for one day at 40° C. The reaction mixture was concentrated, and ethyl acetate was added to the residue. The organic layer was washed with saturated aqueous sodium hydrogen carbonate (50 mL) and saturated brine (50 mL), and then dried over magnesium sulfate. Magnesium sulfate was removed through filtration, and the filtrate was concentrated. The residue was purified through silica gel chromatography (4% methanol/chloroform solvent mixture). The eluate was concentrated, and the residue was recrystallized from hexane, to thereby yield Compound 17 (0.46 g, 20%).

Provenance & Evidence