Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 17755504 | HCID 17755504 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21890086 | HCID 21890086 | 71% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]phenol (100 mg) was dissolved in dimethylformamide (2 ml) to prepare a solution. Sodium hydride (15 mg) was added to the solution, and the mixture was stirred at 0° C. for 10 min. Methylbromoacetate (0.037 ml) was added thereto, and the mixture was further stirred at 0° C. for 30 min. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with ethyl acetate, followed by washing with saturated brine. The extract was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. Diethyl ether was added to the residue, and the precipitated crystal was collected by filtration and was washed to give the title compound (88 mg, yield 71%).
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-7d79834700cd470eb3a3092001cfd399 |
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| Source note | uspto-grants-2006_11 |
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