HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228937Generated: October 29, 2026
Water → 3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine
https://huagongshe.com/reaction/228937
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 7-(Benzyloxy)-4-chloro-6-methoxyquinoline | HCID 22646562 | — |
| Reactant | 5,6-Dimethyl-2-pyridin-2-yl-pyridin-3-ol | HCID 135600056 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine | HCID 57756345 | 73.1% |
Reaction Steps
5,6-Dimethyl-3-hydroxy-[2,2′]bipyridine (241 mg), 7-benzyloxy-4-chloro-6-methoxyquinoline (1.08 g), 4-dimethylaminopyridine (441 mg), and cesium carbonate (1.18 g) were suspended in dimethyl sulfoxide (6 ml), and the mixture was stirred at 130° C. overnight. The reaction solution was cooled to room temperature, water was then added to the reaction solution, 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 (408 mg, yield 73%).
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-e4cee058ed2045a9a59ebb019fc0536e |
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| Source note | uspto-grants-2009_07 |
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