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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466043Generated: November 2, 2026

Ethanol → 2-[(2-Oxopiperazin-1-yl)methyl]indane-5-carbonitrile

https://huagongshe.com/reaction/1466043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl (2-{(chloroacetyl)[(5-cyano-2,3-dihydro-1H-inden-2-yl)methyl]amino}ethyl)carbamateHCID 131732679—
Solvent1,4-Dioxane hydrochlorideHCID 20443148—
Product2-[(2-Oxopiperazin-1-yl)methyl]indane-5-carbonitrileHCID 89525045—

Reaction Steps

A mixture of tert-Butyl (2-{(chloroacetyl)[(5-cyano-2,3-dihydro-1H-inden-2-yl)methyl]amino}ethyl)carbamate (350 mg, 0.9 mmol) in HCl/dioxane (20 mL) was stirred at RT for 12 hours and then concentrated to dryness. To the residue was added 20 mL EtOH and K2CO3 (500 mg, 3.7 mmol). The resulting mixture was heated to reflux for 4 hrs before cooled to RT and filtered. The filtrate was concentrate and the residue was partitioned between EtOAc and water. The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated to dryness to give 2-[(2-Oxopiperazin-1-yl)methyl]indane-5-carbonitrile. MS m/z: 256 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-af1b562feedd4379b7bde79cdc20bbe0
Source noteuspto-grants-2015_04