Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 152111 | — |
| Reactant | 3-Bromo-4-fluoroaniline | HCID 2779286 | — |
| Solvent | 1,4-Dichlorobenzene | HCID 4685 | — |
| Product | HCID 178516369 | HCID 178516369 | 47.9% |
Reaction Steps
A glass microwave vial was charged with 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (Bionet; 0.102 g, 0.552 mmol) and 3-bromo-4-fluoroaniline (Matrix Scientific; 0.100 g, 0.526 mmol) in dichlorobenzene (1.00 ml). The reaction mixture was stirred and heated under microwave irradiation (Biotage AB, Inc., Upssala, Sweden) at 200° C. for 10 min. Diethyl ether was added to the reaction and the solids were filtered, washing well with ether (some product passed through with the filtrate) to yield 61 mg of crude 7-bromo-6-fluoroquinolin-4-ol. Material carried forward without further purification. m/z (ESI) 243.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09012443B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-44eeaf92f0d44b4c933ed01a5b5f2561 |
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| Source note | uspto-grants-2015_04 |
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