Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 21220218 | HCID 21220218 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15870848 | HCID 15870848 | — |
Reaction Steps
In 0.5 ml of 47% hydrobromic acid was suspended 50 mg of 1-cyclopropyl-6-fluoro-8-methoxy-7-[2-(p-toluenesulfonyl)isoindolin-5-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, and to the suspension were added 26 mg of phenol and 0.3 ml of propionic acid, after which the resulting mixture was stirred at 130° C. for six hours. The reaction mixture was concentrated under reduced pressure, and to the residue obtained were added 0.3 ml of ethanol, 0.3 ml of 1N aqueous sodium hydroxide solution and 0.3 ml of water to dissolve the residue. Thereafter, a carbon dioxide gas was blown into the solution, and the crystals precipitated were collected by filtration, to obtain 12 mg of pale yellow, crystalline 1-cyclopropyl-6-fluoro-8-hydroxy-7-(isoindolin-5-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05935952 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-1567a22419e44d878a06d2bec9783e4f |
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| Source note | uspto-grants-1999_08 |
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