Sodium Iodide → HCID 19434954, compound

Participants

Reaction Conditions

Reaction Steps

932 mg (1.54 mmol) of the above 7-[N-acetyl-N-(3-chloropropyl)amino]-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one was dissolved in 10 mL of dimethylformamide under argon atmosphere, 320 mg (7.68 mmol) of sodium iodide, 1.25 g (15.4 mmol) of dimethylamine hydrochloride and 2.12 g (15.4 mmol) of potassium carbonate were added and the mixture was stirred at 70° C. for 23 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-chloroform:methanol:aqueous ammonia=40:1:1) to give 603 mg of 7-[N-acetyl-N-(3-dimethylaminopropyl)amino]-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one (yield: 64%).

Provenance & Evidence