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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990778Generated: October 31, 2026

Water → 6-fluoro-3-oxo-N-(5-phenyl-2-pyrazinyl)spiro-[isobenzofuran-1(3H),4'-piperidine]-1'-carboxamide

https://huagongshe.com/reaction/990778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPhenyl 5-phenylpyrazin-2-ylcarbamateHCID 9879110—
Reactant6-fluorospiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochlorideHCID 22660773—
SolventChloroformHCID 6212—
Product6-fluoro-3-oxo-N-(5-phenyl-2-pyrazinyl)spiro-[isobenzofuran-1(3H),4'-piperidine]-1'-carboxamideHCID 988826797.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 6-fluorospiro[isobenzofuran-1(3H),4′-piperidine]-3-one hydrochloride (64 mg), phenyl N-(5-phenyl-2-pyrazinyl)carbamate (73 mg) and triethylamine (174 μL) in chloroform (5 mL) was stirred at 80° C. for 2 hours. The reaction mixture was poured into water and extracted with chloroform (20 mL). The organic layer was washed with saturated saline solution (20 mL), then dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=4/1 to 1/2) and recrystallized from ethyl ether-hexane to give the subject compound (101 mg) as colorless crystals (melting point 222-224° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06462053B1
Source datasetuspto-grants-2002_10
ORD IDord-f234d2b1510f4842a173ef31bb12c0a1
Source noteuspto-grants-2002_10