Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 17755508 | HCID 17755508 | — |
| Reactant | HCID 21890637 | HCID 21890637 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21890204 | HCID 21890204 | 97% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenol (100 mg) was dissolved in dimethylformamide (2 ml) to prepare a solution. Sodium hydride (16 mg) was then added to the solution, and the mixture was stirred at room temperature for 10 min. A solution of the compound (1) (85 mg) in dimethylformamide was added thereto, and the mixture was further stirred at room temperature for 4 hr. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with ethyl acetate, followed by washing three times with saturated brine. The extract was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by thin-layer chromatography using chloroform/methanol for development to give the title compound (145 mg, yield 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07135466B2 |
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| Source dataset | uspto-grants-2006_11 |
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| ORD ID | ord-f64d4038e35d4dc6ab42acf6df6ec49a |
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| Source note | uspto-grants-2006_11 |
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