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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228663Generated: October 30, 2026

Water → [5-Methyl-2-({6-methoxy-7-[3-(4-tetrahydro-1-pyrrolylpiperidino)propoxy]-4-quinolyl}oxy)phenyl](phenyl)methanone

https://huagongshe.com/reaction/228663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(1-Pyrrolidinyl)piperidineHCID 78703—
Reactant(2-{[7-(3-Chloropropoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanoneHCID 57756383—
SolventDimethylformamideHCID 6228—
Product[5-Methyl-2-({6-methoxy-7-[3-(4-tetrahydro-1-pyrrolylpiperidino)propoxy]-4-quinolyl}oxy)phenyl](phenyl)methanoneHCID 5775659835%

Reaction Conditions

Temperature80 °C

Reaction Steps

(2-{[7-(3-Chloropropoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanone (112 mg), 4-(1-pyrrolidinyl)piperidine (111 mg), and potassium carbonate (166 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 (47 mg, yield 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-a400dc32aeb3465f9a36ae8ce09ca62d
Source noteuspto-grants-2009_07