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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228660Generated: October 31, 2026

Water → {2-[(7-{3-[(2-Hydroxyethyl)amino]propoxy}-6-methoxy-4-quinolyl)oxy]-5-methylphenyl}(phenyl)methanone

https://huagongshe.com/reaction/228660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant(2-{[7-(3-Chloropropoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanoneHCID 57756383—
Product{2-[(7-{3-[(2-Hydroxyethyl)amino]propoxy}-6-methoxy-4-quinolyl)oxy]-5-methylphenyl}(phenyl)methanoneHCID 5775633754%

Reaction Conditions

Temperature80 °C

Reaction Steps

(2-{[7-(3-Chloropropoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanone (compound 132) (68 mg), 4-aminoethanol (25 mg), and potassium carbonate (95 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 (36 mg, yield 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-2e56b58b329847e484e0d81b2a7f18c3
Source noteuspto-grants-2009_07