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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736227Generated: November 2, 2026

Water → HCID 19434880, compound

https://huagongshe.com/reaction/1736227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylammonium formateHCID 11084032—
ReactantHCID 19434940HCID 19434940—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 19434880HCID 1943488056.2%

Reaction Steps

223 mg (0.429 mmol) of the above 2-(4-allyloxycarbonylamino-3-fluorophenyl)-5-amino-7-diethylcarbamoyloxymethyl-6,8-difluoro-4H-1-benzopyran-4-one was dissolved in 20 mL of tetrahydrofuran, 0.29 mL of formic acid-triethylamine and 50 mg (0.043 mmol) of tetrakis(triphenylphosphine)palladium were added and the mixture was stirred at room temperature for 40 minutes. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with water and 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 silica gel column chromatography (chloroform) and recrystallized from ethyl acetate/n-hexane, to give 105 mg of Compound 156 (yield: 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05539112
Source datasetuspto-grants-1996_07
ORD IDord-884c5134db8e4d66b64052a4e5fcdc22
Source noteuspto-grants-1996_07