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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935694Generated: October 30, 2026

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

https://huagongshe.com/reaction/1935694

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 numberUS06388077B1
Source datasetuspto-grants-2002_05
ORD IDord-5cd69e0647cd4d0e89a4457952c286c9
Source noteuspto-grants-2002_05