HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Delafloxacin Impurity 21
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Methylpyrrolidine | HCID 8454 | — |
| Reactant | 3-Hydroxyazetidine hydrochloride | HCID 2759290 | — |
| Reactant | 1-(6-Amino-3,5-difluoropyridin-2-yl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 22121166 | — |
| Catalyst | Ethanol | HCID 702 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Delafloxacin Impurity 21 | HCID 510375 | 63% |
Reaction Steps
To 280 mg of N,N-dimethylformamide were added 125 mg 1-(6-amino-3,5-difluoropyridine-2-yl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 60 mg of 3-hydroxyazetidine hydrochloride, and 120 mg of N-methylpyrrolidine together with 3 drops of ethanol, and the mixture was stirred at 85 C for 10 minutes. After adding 0.8 ml of ethanol, the solution was allowed to cool, and the precipitate was collected by filtration and washed with ethanol and diisopropylether successively to obtain 90 mg of the title compound as a pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06133284 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-5e11c51909ab44b080a1ea9c2bd8df93 |
| Source note | uspto-grants-2000_10 |