HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229015Generated: October 27, 2026
4-Quinolinecarboxylic acid, 3-hydroxy-2-methyl- → [6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yl]-(2-morpholin-4-yl-ethyl)-amine
https://huagongshe.com/reaction/229015
Participants
| Role | Name | HCID | Charge |
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| Reactant | 4-Quinolinecarboxylic acid, 3-hydroxy-2-methyl- | HCID 67024 | — |
| Reactant | (4-Chloro-6-methoxy-quinolin-7-yl)-(2-morpholin-4-yl-ethyl)-amine | HCID 23078325 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | [6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yl]-(2-morpholin-4-yl-ethyl)-amine | HCID 23078376 | 16.4% |
Reaction Steps
(4-Chloro-6-methoxy-quinolin-7-yl)-(2-morpholin-4-yl-ethyl)-amine (53 mg), 3-hydroxy-2-methyl-quinolin-4-carboxylic acid (126 mg), and 4-dimethylaminopyridine (200 mg) were suspended in o-dichlorobenzene (8 ml). The suspension was stirred at 140° C. overnight. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was then added to the residue, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with 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 methanol-chloroform to give the title compound (12 mg, yield 16%).
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-60f2c0707c31485a96b9c152ab20e237 |
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| Source note | uspto-grants-2009_07 |
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