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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480052Generated: October 30, 2026

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

https://huagongshe.com/reaction/480052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPhenyl 5-phenylpyrazin-2-ylcarbamateHCID 9879110—
Reactant5-Fluoro-3H-spiro[isobenzofuran-1,4'-piperidin]-3-one hydrochlorideHCID 22660730—
SolventChloroformHCID 6212—
Product5-fluoro-3-oxo-N-(5-phenyl-2-pyrazinyl)spiro[isobenzo-furan-1(3H),4'-piperidine]-1'-carboxamideHCID 995380196.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-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 (100 mg) as colorless crystals (melting point 236-238° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06649624B2
Source datasetuspto-grants-2003_11
ORD IDord-bf079ce9511a43d891802bc19aafd7bc
Source noteuspto-grants-2003_11