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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792436Generated: November 4, 2026

Dimethyl Sulfoxide → Tert-butyl 4-(6-bromoquinolin-4-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1792436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant6-Bromo-4-chloroquinolineHCID 5139537—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 4-(6-bromoquinolin-4-yl)piperazine-1-carboxylateHCID 2203141271.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 243 mg 6-bromo-4-chloroquinoline, 373 mg t-butyl 1-piperazine carboxylate, 0.28 mL triethylamine and 10 mL dimethyl sulfoxide was stirred at 80° C. overnight. Ethyl acetate and water were added to the reaction solution, and the organic layer was separated, washed twice with water and then with brine and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and the filtrate was evaporated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give 282 mg of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074801B1
Source datasetuspto-grants-2006_07
ORD IDord-27070b7657314989abb352220f1b84f4
Source noteuspto-grants-2006_07