N,N'-Dimethylethylenediamine → HCID 86724965, compound

Participants

Reaction Conditions

Reaction Steps

Copper iodide (1.50 g, 7.85 mmol) was added at room temperature to a suspension of (4S)-4-[(methoxymethoxy)methyl]pyrrolidin-2-one (3.00 g, 18.8 mmol), 6-bromo-2H-1,4-benzoxazin-3(4H)-one (3.58 g, 15.7 mmol) and N,N′-dimethylethylenediamine (0.84 ml, 7.85 mmol) and potassium carbonate (6.51 g, 47.1 mmol) in toluene (60 ml) and the mixture was heated to 100° C. The mixture was stirred at the same temperature for 42 hours and dichloromethane (100 ml) and methanol (10 ml) were then added thereto to dilute the reaction solution, and the insoluble material was removed by filtration. The filtrate was concentrated and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to yield 1.92 g (40%) of the title compound in the form of a light yellow solid.

Provenance & Evidence