HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229062Generated: October 29, 2026
Dimethyl Sulfoxide → 6,7-Dimethoxy-4-(5,6,5'-trimethyl-[2,2']bipyridin-3-yloxy)-quinazoline
https://huagongshe.com/reaction/229062
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinazoline | HCID 2769364 | — |
| Reactant | 5,6,5'-Trimethyl-[2,2']bipyridin-3-ol | HCID 136385108 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6,7-Dimethoxy-4-(5,6,5'-trimethyl-[2,2']bipyridin-3-yloxy)-quinazoline | HCID 57756402 | 91% |
Reaction Steps
Dimethyl sulfoxide (1.4 ml) was added to 5,6,5′-trimethyl-[2,2′]bipyridin-3-ol (30 mg), 4-chloro-6,7-dimethoxyquinazoline (94 mg), and cesium carbonate (137 mg), and the mixture was stirred at 130° C. for 4 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, the mixture was filtered, and the residue was washed with chloroform/methanol. The solvent was removed from the filtrate by distillation under the reduced pressure, water was added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then 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 (51 mg, yield 91%).
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-220946721a4e4461bb7f87f2277b68fe |
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| Source note | uspto-grants-2009_07 |
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