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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774691Generated: November 2, 2026

Water → 7-[4-(4-Benzo[b]thien-4-yl-1-piperazinyl)butoxy]-1-(cyclohexylcarbonyl)-3,4-dihydro-2(1h)-quinolinone

https://huagongshe.com/reaction/1774691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantCyclohexanecarbonyl chlorideHCID 75938—
Reactant7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)butoxy]-3,4-dihydro-1H-quinolin-2-oneHCID 11857245—
SolventDichloromethaneHCID 6344—
Product7-[4-(4-Benzo[b]thien-4-yl-1-piperazinyl)butoxy]-1-(cyclohexylcarbonyl)-3,4-dihydro-2(1h)-quinolinoneHCID 71294973—

Reaction Steps

To a solution of 7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)-butoxy]-3,4-dihydro-1H-quinolin-2-one (1 g) synthesized in the same manner as in WO2006/112464 (Example 11) in dichloromethane (30 ml) was added pyridine (0.37 ml), with stirring under ice-cooling, cyclohexanecarbonyl chloride (0.46 ml) was added and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, the solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=9:1) to give 7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)-butoxy]-1-(cyclohexanecarbonyl)-3,4-dihydroquinolin-2(1H)-one (1.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260420B2
Source datasetuspto-grants-2016_02
ORD IDord-1b16d24c8b1740f7a1bad57415f451b5
Source noteuspto-grants-2016_02