Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368436Generated: October 27, 2026

Dimethylformamide → 7-(3-Aminoazetidin-1-yl)-1-(6-amino-3,5-difluoro-2-pyridyl)-8-bromo-6-fluoro-4-oxo-quinoline-3-carboxylic acid

https://huagongshe.com/reaction/368436

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)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 15486977—
SolventEthanolHCID 702—
Product7-(3-Aminoazetidin-1-yl)-1-(6-amino-3,5-difluoro-2-pyridyl)-8-bromo-6-fluoro-4-oxo-quinoline-3-carboxylic acidHCID 51037967.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 300 mg of N,N-dimethylformamide were added 105 mg of 1-(6-amino-3,5-difluoropyridine-2-yl)-8-bromo-6,7-difluoro-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 1 hour. 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 79 mg of the title compound as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133284
Source datasetuspto-grants-2000_10
ORD IDord-58e1851545cc47e8815a4a2ac97ab310
Source noteuspto-grants-2000_10