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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274765Generated: October 31, 2026

Dimethylformamide → 7-(3-Aminoazetidin-1-yl)-8-chloro-6-fluoro-1-(3,5-difluoro-6-isopropylaminopyridin-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/1274765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
Reactant8-Chloro-6,7-difluoro-1-(3,5-difluoro-6-isopropylaminopyridin-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121221—
SolventEthanolHCID 702—
Product7-(3-Aminoazetidin-1-yl)-8-chloro-6-fluoro-1-(3,5-difluoro-6-isopropylaminopyridin-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212121582.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 160 mg of N,N-dimethylformamide were added 55 mg of 8-chloro-6,7-difluoro-1-(3,5-difluoro-6-isopropylamino-pyridine-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 35 mg of 3-aminoazetidine dihydrochloride, and 120 mg of N-methylpyrrolidine, and the mixture was stirred at 80° C. for 30 minutes. After adding 0.5 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 51 mg of the title compound as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06156903
Source datasetuspto-grants-2000_12
ORD IDord-fbb9c4dbb0104e268cd7c0f8c45adee5
Source noteuspto-grants-2000_12