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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268071Generated: October 31, 2026

Sodium Hydroxide → 6-Ethyl-3-oxo-n-(5-phenyl-2-pyrazinyl)spiro[isobenzofuran-1-(3h),4'-piperidine]-1'-carboxamide

https://huagongshe.com/reaction/2268071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhenyl 5-phenylpyrazin-2-ylcarbamateHCID 9879110—
Reactant6-ethylspiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochlorideHCID 22660715—
SolventDimethyl SulfoxideHCID 679—
Product6-Ethyl-3-oxo-n-(5-phenyl-2-pyrazinyl)spiro[isobenzofuran-1-(3h),4'-piperidine]-1'-carboxamideHCID 2266075354.2%

Reaction Steps

To a suspension of 6-ethylspiro[isobenzofuran-1(3H),4′-piperidine]-3-one hydrochloride (53 mg) and phenyl N-(5-phenyl-2-pyrazinyl)carbamate (58 mg) in dimethyl sulfoxide (1 mL) was added 10 M sodium hydroxide aqueous solution (0.02 mL). The mixture was vigorously stirred for 5 minutes followed by partition between water and ethyl acetate. The organic layer was separated and then washed with saturated saline solution and then dried over anhydrous Na2SO4. The concentration of the organic solvent left a residue, which was subjected to the crystallization from ethyl acetate to give the subject compound (46 mg) as crystals (melting point 176-178° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326375B1
Source datasetuspto-grants-2001_12
ORD IDord-c8093391171d4524b1b928972b1de1be
Source noteuspto-grants-2001_12