Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Amino-5-methylisoxazole | HCID 66172 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline | HCID 11301470 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 22637134 | HCID 22637134 | 113.9% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (800 mg) was dissolved in chloroform (20 ml) and triethylamine (1.0 ml) to prepare a solution. A solution of triphosgene (378 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 10 min. Next, 3-amino-5-methylisoxazole (270 mg) was added thereto, and the mixture was further stirred at room temperature overnight. Iced water was added to the reaction solution, and the mixture was extracted with chloroform. The organic layer was washed with water and saturated brine and was then dried over anhydrous sodium sulfate. The dried organic layer was filtered and was then concentrated. Ether was added to the residue for crystallization, and the crystal was collected by filtration. The collected crystal was purified by chromatography (chloroform:acetone=2:1) to give 636 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07211587B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-860900ca473c4fe28ce8dde8388fe4a4 |
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| Source note | uspto-grants-2007_05 |
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