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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610230Generated: October 31, 2026

Dimethylformamide → 1-(6-Amino-5-fluoropyridin-2-yl)-8-chloro-6-fluoro-7-(3-methylaminoazetidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/610230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
ReactantN-methylazetidin-3-amine dihydrochlorideHCID 22121158—
Reactant1-(6-Amino-5-fluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121266—
SolventEthanolHCID 702—
Product1-(6-Amino-5-fluoropyridin-2-yl)-8-chloro-6-fluoro-7-(3-methylaminoazetidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212123968.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

To 300 mg of N,N-dimethylformamide were added 101 mg of 1-(6-amino-5-fluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 85 mg of 3-methylaminoazetidine dihydrochloride, and 150 mg of N-methylpyrrolidine, and the mixture was stirred at 85° 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 82 mg of the title compound as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998436
Source datasetuspto-grants-1999_12
ORD IDord-4d4f0dea37e848c498f0e8ff6aa42e77
Source noteuspto-grants-1999_12