HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228740Generated: October 29, 2026
Water → 4-[(6-Chloropyridin-3-yl)oxy]-6,7-dimethoxyquinoline
https://huagongshe.com/reaction/228740
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Reactant | 2-Chloro-5-hydroxypyridine | HCID 819821 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | 4-[(6-Chloropyridin-3-yl)oxy]-6,7-dimethoxyquinoline | HCID 23078403 | 67.1% |
Reaction Steps
2-Chloro-5-hydroxypyridine (100 mg), 4-chloro-6,7-dimethoxyquinoline (861 mg), and 4-dimethylaminopyridine (283 mg) were suspended in o-dichlorobenzene (5 ml), and the suspension was stirred at 140° C. for 2 hr. 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 magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-hexane to give the title compound (164 mg, yield 67%).
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-bc1502c5b31c473481e453285fa2e95c |
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| Source note | uspto-grants-2009_07 |
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