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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368500Generated: October 30, 2026

Dimethylformamide → 7-(3-Aminoazetidin-1-yl)-1-(6-amino-3,5-difluoropyridin-2-yl)-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/368500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
Reactant1-(6-Amino-3,5-difluoropyridin-2-yl)-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121248—
SolventEthanolHCID 702—
Product7-(3-Aminoazetidin-1-yl)-1-(6-amino-3,5-difluoropyridin-2-yl)-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212116444.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 300 mg of N,N-dimethylformamide were added 100 mg of 1-(6-amino-3,5-difluoropyridine-2-yl)-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 70 mg of 3-aminoazetidine dihydrochloride, and 150 mg of N-methylpyrrolidine, and the mixture was stirred at 90° C. for 30 minutes. After adding 0.3 ml of ethanol, the mixture was allowed to cool, and the precipitate was collected by filtration and washed with ethanol and diisopropylether successively to obtain 50 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-606a5c4f06fd482497e492900cb53658
Source noteuspto-grants-2000_10