HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229055Generated: October 30, 2026
Dimethyl Sulfoxide → 5,6,5'-Trimethyl-3-(quinolin-4-yloxy)-[2,2']-bipyridine
https://huagongshe.com/reaction/229055
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloroquinoline | HCID 69140 | — |
| Reactant | 5,6,5'-Trimethyl-[2,2']bipyridin-3-ol | HCID 136385108 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5,6,5'-Trimethyl-3-(quinolin-4-yloxy)-[2,2']-bipyridine | HCID 57756331 | 72% |
Reaction Steps
Dimethyl sulfoxide (2 ml) was added to 5,6,5′-trimethyl-[2,2′]bipyridin-3-ol (50 mg), 4-chloroquinoline (115 mg), and cesium carbonate (228 mg), and the mixture was stirred at 140° C. for 5 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, 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 thin layer chromatography using chloroform-methanol to give the title compound (57 mg, yield 72%).
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-6d8b524bc66b41bb9f60440b806b2f5f |
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| Source note | uspto-grants-2009_07 |
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