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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736151Generated: October 30, 2026

Water → HCID 19434914, compound

https://huagongshe.com/reaction/1736151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 19434821HCID 19434821—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 19434914HCID 1943491456.6%

Reaction Steps

51 mg (0.10 mmol) of the resulting 2-[4-[N-acetyl-N-(3-azidopropyl)amino]-3-fluorophenyl]-6,8-difluoro-5-pentylamino-4H-1-benzopyran-4-one was dissolved in a mixed solvent of 1.5 ml of dioxane and 1.5 ml of concentrated hydrochloric acid and the mixture was heated at reflux for 3 hours. The reaction solution was cooled, water was added, the solution was made weak alkaline 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, and the solvent was distilled off under reduced pressure. The residue was purified by preparative thin layer chromatography (chloroform) to give 26 mg (56%) of 2-[4-(3-azidopropylamino)-3-fluorophenyl]-6,8-difluoro-5-pentylamino-4H-1-benzopyran-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05539112
Source datasetuspto-grants-1996_07
ORD IDord-b1583d5937ed499693e576725b44d683
Source noteuspto-grants-1996_07