HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228932Generated: October 29, 2026
Methanesulfonic Acid → 4-(5,6-Dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinolin-7-ol
https://huagongshe.com/reaction/228932
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 7-Benzyloxy-4-(5,6-dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinoline | HCID 23078382 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 4-(5,6-Dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinolin-7-ol | HCID 135854839 | 109.9% |
Reaction Steps
7-Benzyloxy-4-(5,6-dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinoline (compound 331) (958 mg) was dissolved in trifluoroacetic acid (9.5 ml) to prepare a solution. Methanesulfonic acid (0.95 ml) was added to the solution, and the mixture was stirred at 70° C. for one hr. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. An aqueous sodium hydrogencarbonate solution was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with saturated brine 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 chloroform-methanol to give the title compound (848 mg, yield 100%).
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-16ae57d124bc49268996b5f3e1bd0282 |
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| Source note | uspto-grants-2009_07 |
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