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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466141Generated: November 2, 2026

Dimethylformamide → 6-{4-[2-(4-Cyanophenyl)ethyl]-2-oxopiperazin-1-yl}-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

https://huagongshe.com/reaction/1466141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Nitrophenethyl bromideHCID 79266—
Reactant6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrileHCID 89524966—
CatalystTetrabutylammonium IodideHCID 67553—
Product6-{4-[2-(4-Cyanophenyl)ethyl]-2-oxopiperazin-1-yl}-5,6,7,8-tetrahydronaphthalene-2-carbonitrileHCID 89533467—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a flask charged with 6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (30 mg, 0.12 mmol) and a stir bar was added 1-(2-Bromoethyl)-4-nitrobenzene (39 mg, 0.19 mmol), K2CO3 (69 mg, 0.50 mmol), Tetrabutylammonium Iodide (12 mg, 0.025 mmol), and DMF (1 mL). The mixture was heated to 50° C. for 16 hours. LC showed product formation. The desired product was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 385 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-ef5cbad648ea4d5598c34bbdf8a9dbd3
Source noteuspto-grants-2015_04