HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229018Generated: October 27, 2026
4-Quinolinecarboxylic acid, 3-hydroxy-2-methyl- → 6-Benzyloxy-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline
https://huagongshe.com/reaction/229018
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Quinolinecarboxylic acid, 3-hydroxy-2-methyl- | HCID 67024 | — |
| Reactant | 6-(Benzyloxy)-4-chloro-7-methoxyquinoline | HCID 23022781 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | 6-Benzyloxy-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline | HCID 23078441 | 63% |
Reaction Steps
3-Hydroxy-2-methyl-4-quinoline carboxylic acid (549 mg), 6-benzyloxy-4-chloro-7-methoxyquinoline (810 mg), and 4-(N,N-dimethylamino)-pyridine (990 mg) were dissolved in 1,2-dichlorobenzene (40 ml) to prepare a solution. The mixture was stirred at 150° C. overnight. The reaction solution was cooled to room temperature, and the solvent was then removed by distillation under the reduced pressure. Water was added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using hexane-acetone to give the title compound (718 mg, yield 63%).
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-8d3c988bb38246bea1b5dbe58048b442 |
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| Source note | uspto-grants-2009_07 |
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