HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228742Generated: October 25, 2026
Water → 4-(5-Chloro-pyridin-3-yloxy)-6,7-dimethoxyquinoline
https://huagongshe.com/reaction/228742
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Reactant | 3-Hydroxy-5-chloropyridine | HCID 582305 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | 4-(5-Chloro-pyridin-3-yloxy)-6,7-dimethoxyquinoline | HCID 23078469 | 81.6% |
Reaction Steps
4-Chloro-6,7-dimethoxyquinoline (245 mg), 3-chloro-5-pyridinol (277 mg), and 4-dimethylaminopyridine (377 mg) were suspended in o-dichlorobenzene (13 ml), and the mixture was stirred at 140° C. for 6 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous sodium hydroxide solution and water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-chloroform to give the title compound (283 mg, yield 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07560558B2 |
|---|
| Source dataset | uspto-grants-2009_07 |
|---|
| ORD ID | ord-a71a8a9bce59413cbea550df5d082d41 |
|---|
| Source note | uspto-grants-2009_07 |
|---|