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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736146Generated: November 1, 2026

Hydrochloric Acid → 2-(4-Carboxymethylamino-3-fluorophenyl)-6,8-difluoro-5-hexylamino-4H-1-benzopyran-4-one

https://huagongshe.com/reaction/1736146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
Reactant2-[4-(N-acetyl-N-ethoxycarbonylmethylamino)-3-fluorophenyl]-6,8-difluoro-5-hexylamino-4H-1-benzopyran-4-oneHCID 19434976—
Solvent1,4-DioxaneHCID 31275—
Product2-(4-Carboxymethylamino-3-fluorophenyl)-6,8-difluoro-5-hexylamino-4H-1-benzopyran-4-oneHCID 1943498577%

Reaction Steps

143 mg (0.276 mmol) of Compound 74 obtained in Example 74 was dissolved in 12 ml of dioxane, 8 ml of concentrated hydrochloric acid was added and the mixture was heated ar reflux for 10 minutes. The reaction solution was cooled on ice, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed twice with water and once with an aqueous saturated solution of sodium chloride and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was recrystallized from ethyl acetate/n-hexane to give 95 mg (77%) of Compound 75.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05539112
Source datasetuspto-grants-1996_07
ORD IDord-7012fb3a54b6483a9cdf13bbea0d21c5
Source noteuspto-grants-1996_07