Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 23284731 | HCID 23284731 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 23284823 | HCID 23284823 | 98.7% |
Reaction Steps
8-Chloro-6,7-difluoro-1-(4-fluoro-3-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (300 mg) and an aqueous solution (about 40%; 600 mg) of methylamine were added to pyridine (1,500 mg), and the mixture was stirred at room temperature for 63 hours. The reaction mixture was concentrated under reduced pressure. A process of adding ethanol (3 ml) to the residue and then concentrating the mixture under reduced pressure was conducted twice repeatedly. Ethanol (4 ml) was added to the resultant residue, and the mixture was heated under reflux for 30 minutes. The reaction mixture was allowed to cool, and deposits were collected by filtration and washed with ethanol and diisopropyl ether in that order to obtain the title compound (305 mg) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06136823 |
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| Source dataset | uspto-grants-2000_10 |
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| ORD ID | ord-13ee304c002b4716863d12fc43439e79 |
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| Source note | uspto-grants-2000_10 |
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