HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229056Generated: October 31, 2026
Dimethyl Sulfoxide → 3-(7-Chloroquinolin-4-yloxy)-5,6,5'-trimethyl-[2,2']-bipyridine
https://huagongshe.com/reaction/229056
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 4,7-Dichloroquinoline | HCID 6866 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5,6,5'-Trimethyl-[2,2']bipyridin-3-ol | HCID 136385108 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(7-Chloroquinolin-4-yloxy)-5,6,5'-trimethyl-[2,2']-bipyridine | HCID 57756599 | 94% |
Reaction Steps
Dimethyl sulfoxide (2 ml) was added to 5,6,5′-trimethyl-[2,2′]bipyridin-3-ol (50 mg), 4,7-dichloroquinoline (139 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 (77 mg, yield 94%).
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-445e422ad73a45c0842593b7dbbf6241 |
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| Source note | uspto-grants-2009_07 |
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