Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Reactant | HCID 135854838 | HCID 135854838 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 57756606 | HCID 57756606 | 23.7% |
Reaction Steps
2-(2,5-Dimethyl-2H-pyrazol-3-yl)-6-methyl-pyridin-3-ol (33 mg), 4-chloro-6,7-dimethoxyquinoline (109 mg), and 4-dimethylaminopyridine (66 mg) were dissolved in dimethyl sulfoxide (5 ml) to prepare a solution. Cesium carbonate (165 mg) was added to the solution, and the mixture was stirred at 140° C. for 4 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 then 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 methanol-chloroform to give the title compound (15 mg, yield 23%).
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-d02d56d8cdbc43329ac66dc8016b0027 |
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| Source note | uspto-grants-2009_07 |
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