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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228953Generated: October 26, 2026

Water → 7-(2-Chloro-ethoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline

https://huagongshe.com/reaction/228953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-olHCID 135854828—
SolventDimethylformamideHCID 6228—
Product7-(2-Chloro-ethoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolineHCID 2307827278.3%

Reaction Steps

6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-ol (compound 352) (200 mg) was dissolved in N,N-dimethylformamide (10 ml) to prepare a solution. 1-Bromo-2-chloroethane (432 mg) and potassium carbonate (416 mg) were added to the solution, and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (186 mg, yield 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-5ffdd3772eb74c4f8d9ce581175cf856
Source noteuspto-grants-2009_07