HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229051Generated: October 31, 2026
Dimethyl Sulfoxide → 3-(6,7-Dimethoxy-quinolin-4-yloxy)-5,6,3'-trimethyl-[2,2']bipyridine
https://huagongshe.com/reaction/229051
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Reactant | 5,6,3'-Trimethyl-[2,2']bipyridin-3-ol | HCID 136385111 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(6,7-Dimethoxy-quinolin-4-yloxy)-5,6,3'-trimethyl-[2,2']bipyridine | HCID 57756553 | 52% |
Reaction Steps
Dimethyl sulfoxide (1.4 ml) was added to 5,6,3′-trimethyl-[2,2′]bipyridin-3-ol (30 mg), 4-chloro-6,7-dimethoxyquinoline (94 mg), cesium carbonate (137 mg), and 4-(N,N-dimethylamino)-pyridine (51 mg), and the mixture was stirred at 140° C. overnight. 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 hexane-acetone to give the title compound (29 mg, yield 52%).
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-4a0bf437df8e445e8bb781dc4374a076 |
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| Source note | uspto-grants-2009_07 |
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