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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228652Generated: October 29, 2026

Ethanolamine → {2-[(7-{2-[(2-Hydroxyethyl)amino]ethoxy}-6-methoxy-4-quinolyl)oxy]-5-methylphenyl}(phenyl)methanone

https://huagongshe.com/reaction/228652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant(2-{[7-(2-Chloroethoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanoneHCID 57756412—
SolventDimethylformamideHCID 6228—
Product{2-[(7-{2-[(2-Hydroxyethyl)amino]ethoxy}-6-methoxy-4-quinolyl)oxy]-5-methylphenyl}(phenyl)methanoneHCID 5775656244%

Reaction Conditions

Temperature80 °C

Reaction Steps

(2-{[7-(2-Chloroethoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanone (compound 123) (50 mg), 2-aminoethanol (20 mg), and potassium carbonate (76 mg) were suspended in N,N-dimethylformamide (3 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 (23 mg, yield 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-1fe3f9058ec944fda95f3e62f98a8f21
Source noteuspto-grants-2009_07