Water → HCID 19434841, compound

Participants

Reaction Conditions

Reaction Steps

3.50 g (6.65 mmol) of 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(3-methanesulfonyloxypropylamino)-4H-1-benzopyran-4-one obtained in Example 129 (2) was dissolved in 100 mL of dimethylformamide under argon atmosphere, 6.88 mL (66.5 mmol) of diethylamine and 9.18 g (66.5 mmol) of potassium carbonate were added and the mixture was stirred at 50° C. for 7 hours. Then, 6.88 mL (66.5 mmol) of diethylamine and 9.18 g (66.5 mmol) of potassium carbonate were further added and the mixture was stirred at 50° C. for 16 hours. Water was added to the reaction solution and the mixture was extracted twice with ethyl acetate. The organic layer was washed once with water and once with an aqueous saturated solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (chloroform:methanol=100:1-9:1) to give 1.68 g of 5-(3-diethylaminopropylamino)-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-4H-1-benzopyran-4-one (yield: 50%).

Provenance & Evidence