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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228759Generated: October 30, 2026

Water → 4-(5-Chloro-2-cyclopentyloxy-pyridin-3-yloxy)-6,7-dimethoxy-quinoline

https://huagongshe.com/reaction/228759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBromocyclopentaneHCID 8728—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(5-Chloro-2-hydroxy-pyridin-3-yloxy)-6,7-dimethoxyquinolineHCID 178486808—
SolventDimethylformamideHCID 6228—
Product4-(5-Chloro-2-cyclopentyloxy-pyridin-3-yloxy)-6,7-dimethoxy-quinolineHCID 2307840662%

Reaction Steps

4-(5-Chloro-2-hydroxy-pyridin-3-yloxy)-6,7-dimethoxyquinoline (39 mg) was suspended in N,N-dimethylformamide (7 ml). Cyclopentyl bromide (0.3 ml) and potassium carbonate (300 mg) were added to the suspension, and the mixture was stirred at room temperature for 2 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous sodium hydrogencarbonate solution and water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-chloroform to give the title compound (29 mg, yield 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-d6516d28e80f43e291a2e572673659f7
Source noteuspto-grants-2009_07