HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228945Generated: October 26, 2026
Methanesulfonic Acid → 4-(5,6-Dimethyl-[2,3']bipyridin-3-yloxy)-6-methoxy-quinolin-7-ol
https://huagongshe.com/reaction/228945
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6-dimethyl-[2,3']bipyridine | HCID 57756571 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 4-(5,6-Dimethyl-[2,3']bipyridin-3-yloxy)-6-methoxy-quinolin-7-ol | HCID 136131618 | 120% |
Reaction Steps
3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6-dimethyl-[2,3′]bipyridine (compound 344) (804 mg) was dissolved in trifluoroacetic acid (8 ml) to prepare a solution. Methanesulfonic acid (0.8 ml) was added to the solution, and the mixture was stirred at 70° C. for 1.5 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 (777 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-95373be0265540349abc74a32492fac4 |
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| Source note | uspto-grants-2009_07 |
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