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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228650Generated: October 30, 2026

Water → 1-(5-Methoxy-2-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}phenyl)-1-ethanone

https://huagongshe.com/reaction/228650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-{[7-(3-Chloropropoxy)-6-methoxy-4-quinolyl]oxy}-5-methoxyphenyl)-1-ethanoneHCID 57756395—
SolventDimethylformamideHCID 6228—
Product1-(5-Methoxy-2-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}phenyl)-1-ethanoneHCID 2307846449%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-(2-{[7-(3-Chloropropoxy)-6-methoxy-4-quinolyl]oxy}-5-methoxyphenyl)-1-ethanone (compound 121) (100 mg), morpholine (63 mg), and potassium carbonate (166 mg) were suspended in N,N-dimethylformamide (2 ml), and the suspension was stirred at 80° C. overnight. The reaction solution was cooled to room temperature, water was then 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 (55 mg, yield 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-67f249b418f14239b1543b63e9e0e972
Source noteuspto-grants-2009_07