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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610259Generated: October 30, 2026

Dimethylformamide → Delafloxacin Impurity 21

https://huagongshe.com/reaction/610259

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 Conditions

Temperature85 °C

Reaction Steps

To 280 mg of N,N-dimethylformamide were added 125 mg 1-(6-amino-3,5-difluoropyridin-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 numberUS05998436
Source datasetuspto-grants-1999_12
ORD IDord-18e744386c574b78bf39254c3dfe577c
Source noteuspto-grants-1999_12