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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274737Generated: November 1, 2026

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

https://huagongshe.com/reaction/1274737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
ReactantN-methylazetidin-3-amine dihydrochlorideHCID 22121158—
Reactant1-(6-Amino-5-fluoro-3-methylpyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121236—
SolventEthanolHCID 702—
Product7-[3-(Methylamino)azetidin-1-yl]-1-(6-amino-5-fluoro-3-methylpyridin-2-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212121068.2%

Reaction Conditions

Temperature85 °C

Reaction Steps

To 90 mg of N,N-dimethylformamide were added 25 mg of 1-(6-amino-5-fluoro-3-methylpyridine-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 25 mg of 3-(methylamino)azetidine dihydrochloride, and 70 mg of N-methylpyrrolidine, and the mixture was stirred at 85° C. for 45 minutes. After adding 0.2 ml of ethanol, the mixture was allowed to cool, end the precipitate was collected by filtration and washed with ethanol and diisopropylether successively to obtain 20 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-1012661b886140dc8d8b17d33482ab11
Source noteuspto-grants-2000_12