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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368485Generated: October 27, 2026

Dimethylformamide → 1-(6-Amino-5-fluoropyridine-2-yl)-8-bromo-6-fluoro-7-(3-methylaminoazetidine-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/368485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
ReactantN-methylazetidin-3-amine dihydrochlorideHCID 22121158—
Reactant1-(6-Amino-5-fluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121246—
SolventEthanolHCID 702—
Product1-(6-Amino-5-fluoropyridine-2-yl)-8-bromo-6-fluoro-7-(3-methylaminoazetidine-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212121771.1%

Reaction Conditions

Temperature85 °C

Reaction Steps

To 250 mg of N,N-dimethylformamide were added 80 mg of 1-(6-amino-5-fluoropyridine-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 80 mg of 3-methylaminoazetidine dihydrochloride, and 200 mg of N-methylpyrrolidine, and the mixture was stirred at 85° C. for 10 minutes. After adding 0.5 ml of ethanol, the solution was allowed to cool, and the precipitate was collected by filtration and washed with ethanol and diisopropylether successively to obtain 66 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-94a27dd30e86437ba262153ed01c3783
Source noteuspto-grants-2000_10