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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228530Generated: October 29, 2026

Water → 6,7-Dimethoxy-4-[(1-methyl-5-indolyl)oxy]quinoline

https://huagongshe.com/reaction/228530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4-[(1H-Indol-5-yl)oxy]-6,7-dimethoxyquinolineHCID 22132645—
SolventDimethylformamideHCID 6228—
Product6,7-Dimethoxy-4-[(1-methyl-5-indolyl)oxy]quinolineHCID 2315664862%

Reaction Steps

6,7-Dimethoxy-4-[(1H-5-indolyl)oxy]quinoline (50 mg) was dissolved in N,N-dimethylformamide (1 ml), and 60% sodium hydride (7 mg) was added, followed by stirring for 30 min under ice cooling. Methyl iodide (0.0107 ml) was added to the reaction solution, and the mixture was stirred under ice cooling for additional one hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using methanol-chloroform to give the title compound (32 mg, yield 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-9122da5cd3ec4bf0beaa10e363c6457e
Source noteuspto-grants-2009_07