HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25175Generated: October 25, 2026
Diisopropyl Ether → 1-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-7-(3-ethylaminoazetidin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
https://huagongshe.com/reaction/25175
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | 1-Methylpyrrolidine | HCID 8454 | — |
| Reactant | N-ethylazetidin-3-amine | HCID 10336591 | — |
| Reactant | 1-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 15486977 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-7-(3-ethylaminoazetidin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 9958049 | 77.6% |
Reaction Steps
3-Ethylaminoazetidine (700 mg), 1-(6-amino-3,5-difluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (1.5 g), N-methyl-pyrrolidine (2.0 g)and dimethylsulfoxide (4.5 g) were combined, and the mixture was heated under stirring at 40° C. for 24 hours. After the mixture was allowed to cool down, isopropyl ether (10 mL) was added, the mixture was stirred, and a clear layer at the top of the mixture was removed. The same procedure was repeated once more, and the residue was concentrated under reduced pressure. Ethanol (5 mL) was added, and the mixture was heated under stirring at 70° C. for 30 minutes. The precipitated solid was collected by filtration. The title compound (1.38 g) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06858625B1 |
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| Source dataset | uspto-grants-2005_02 |
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| ORD ID | ord-f1b6525d2c034223888dbf7e1495eaa4 |
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| Source note | uspto-grants-2005_02 |
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