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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368439Generated: October 29, 2026

Dimethylformamide → 7-[3-(Ethylamino)azetidin-1-yl]-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/368439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
Reactant1-(6-Amino-3,5-difluoro-2-pyridinyl)-8-chloro-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acidHCID 15434901—
ReactantN-ethylazetidin-3-amine dihydrochlorideHCID 22121198—
SolventEthanolHCID 702—
Product7-[3-(Ethylamino)azetidin-1-yl]-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 1213503188.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 310 mg of N,N-dimethylformamide were added 100 mg of 1-(6-amino-3,5-difluoropyridine-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 70 mg of 3-(ethylamino)azetidine dihydrochloride, and 150 mg of N-methylpyrrolidine, and the mixture was stirred at 90° C. for 15 minutes. After adding 1 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 107 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-d76f628476b24a7ba9f4bf5026859734
Source noteuspto-grants-2000_10