Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 15870857 | HCID 15870857 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15870850 | HCID 15870850 | — |
Reaction Steps
In 10 ml of acetic acid and 60 mg of 5% palladium carbon was suspended 85 mg of 7-[2-(benzyloxycarbonyl)isoindolin-5-yl]-1-cyclopropyl-6-fluoro-8-methoxy-5-nitro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, and the suspension was stirred at room temperature for two hours under a hydrogen stream. The reaction mixture was filtered, and thereafter, 2 ml of 6N hydrochloric acid was added to the filtrate obtained, after which the resulting mixture was concentrated under reduced pressure. To the residue obtained were added ethanol, and the crystals formed were collected by filtration. To the crystals obtained were added 0.5 ml of ethanol, 0.5 ml of 1N aqueous sodium hydroxide solution and 0.5 ml of water to dissolve the crystals. Thereafter, a carbon dioxide gas was blown into the solution, and the crystals precipitated were collected by filtration, to obtain 55 mg of pale yellow, crystalline 5-amino-1-cyclopropyl-6-fluoro-7-(isoindolin-5-yl)-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05935952 |
|---|
| Source dataset | uspto-grants-1999_08 |
|---|
| ORD ID | ord-c36a0959e0ba44dc9153e38c8e934445 |
|---|
| Source note | uspto-grants-1999_08 |
|---|