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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(1-Pyrrolidinyl)piperidine | HCID 78703 | — |
| Reactant | (2-{[7-(3-Chloropropoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanone | HCID 57756383 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [5-Methyl-2-({6-methoxy-7-[3-(4-tetrahydro-1-pyrrolylpiperidino)propoxy]-4-quinolyl}oxy)phenyl](phenyl)methanone | HCID 57756598 | 35% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07560558B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-a400dc32aeb3465f9a36ae8ce09ca62d |
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| Source note | uspto-grants-2009_07 |
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