Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) | HCID 77210 | — |
| Reactant | HCID 136153638 | HCID 136153638 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57567488 | HCID 57567488 | 65.2% |
Reaction Steps
4-{4-[4-(Tert-butyl)anilino]-3-fluorophenoxy}-6-methoxy-7-quinolinol (starting compound 6) (1.75 g), potassium carbonate (2.80 g), and 4-(2-chloroethyl)morpholine hydrochloride (1.13 g) were added to N,N-dimethylformamide (20 ml), and the mixture was stirred at 80° C. overnight. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine and was dried over sodium sulfate. The solvent was then removed by evaporation under the reduced pressure. The crude thus obtained was purified by chromatography on silica gel using chloroform/methanol for development to give the title compound (1.44 g, yield 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07495104B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-245a029162894305850699d483f1af5a |
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| Source note | uspto-grants-2009_02 |
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