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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368481Generated: October 28, 2026

Dimethylformamide → Delafloxacin Impurity 21

https://huagongshe.com/reaction/368481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
Reactant3-Hydroxyazetidine hydrochlorideHCID 2759290—
Reactant1-(6-Amino-3,5-difluoropyridin-2-yl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121166—
CatalystEthanolHCID 702—
SolventEthanolHCID 702—
ProductDelafloxacin Impurity 21HCID 51037563%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133284
Source datasetuspto-grants-2000_10
ORD IDord-5e11c51909ab44b080a1ea9c2bd8df93
Source noteuspto-grants-2000_10