HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228789Generated: October 26, 2026
Sodium Bicarbonate → 4-[2-(2,6-Dichloro-phenyl)-6-methyl-pyridin-3-yloxy]-6,7-dimethoxy-quinoline
https://huagongshe.com/reaction/228789
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,6-Dichlorobenzeneboronic acid | HCID 2734332 | — |
| Reactant | 4-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinoline | HCID 10093673 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-[2-(2,6-Dichloro-phenyl)-6-methyl-pyridin-3-yloxy]-6,7-dimethoxy-quinoline | HCID 57756428 | 90% |
Reaction Steps
4-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinoline (compound 116) (84 mg), 2,6-dichlorophenylboronic acid (191 mg), and tetrakistriphenylphosphine palladium (12 mg) were dissolved in toluene (1 ml) to prepare a solution. A saturated aqueous sodium hydrogencarbonate solution (1 ml) was added to the solution, and the mixture was stirred at 80° C. for 3 hr. The reaction solution was filtered, the solvent was then removed by distillation under the reduced pressure, and the residue was purified by column chromatography using methanol-chloroform to give the title compound (79 mg, yield 90%).
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-f1eb3a2bb10741f1bb3de50c0038dcfc |
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| Source note | uspto-grants-2009_07 |
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