HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpyrrolidine → 7-(3-Aminoazetidin-1-yl)-8-chloro-1-(3,5-difluoro-6-methoxypyridin-2-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpyrrolidine | HCID 8454 | — |
| Reactant | Azetidin-3-amine--hydrogen chloride (1/2) | HCID 13491919 | — |
| Reactant | 8-Chloro-1-(3,5-difluoro-6-methoxypyridin-2-yl)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 22121244 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-(3-Aminoazetidin-1-yl)-8-chloro-1-(3,5-difluoro-6-methoxypyridin-2-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 22121285 | 33.1% |
Reaction Steps
To 500 mg of acetonitrile were added 75 mg of 8-chloro-1-(3,5-difluoro-6-methoxypyridine-2-yl)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 65 mg of 3-aminoazetidine dihydrochloride, and 150 mg of N-methylpyrrolidine, and the mixture was heated under reflux for 1 hour. The precipitate was collected by filtration and washed with ethanol and diisopropylether successively to obtain 28 mg of the title compound as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06133284 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-e2aedd8822d84c9bb29685cdd730d59a |
| Source note | uspto-grants-2000_10 |