5-Amino-6,8-difluoro-2-[3-fluoro-4-[(3-phthalimidopropyl)amino]phenyl]-4H-1-benzopyran-4-one → 5-Amino-2-[4-(3-aminopropylamino)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one

Participants

Reaction Steps

800 mg of Compound 29 was dissolved in 100 ml of a mixed solvent of dimethylformamide and methanol (1:1), 0.787 ml of hydrazine monohydrate was added and the mixture was stirred at 50° to 60° C. for 1 hour. The reaction solution was concentrated under reduced pressure, the residue was subjected to silica gel column chromatography (chloroform:methanol:aqueous ammonia=9:1:1) to give Compound 30 which was dissolved in ethanol, a 5.5N hydrochloric acid-isopropylalcohol solution was added, and the precipitated crystals were collected by filtration to give 321 mg (49%) of hydrochloride of Compound 30.

Provenance & Evidence