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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274702Generated: November 2, 2026

Dimethylformamide → 7-(3-Aminoazetidin-1-yl)-1-(6-amino-3,5-difluoro-2-pyridyl)-8-bromo-6-fluoro-4-oxo-quinoline-3-carboxylic acid

https://huagongshe.com/reaction/1274702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
Reactant1-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 15486977—
SolventEthanolHCID 702—
Product7-(3-Aminoazetidin-1-yl)-1-(6-amino-3,5-difluoro-2-pyridyl)-8-bromo-6-fluoro-4-oxo-quinoline-3-carboxylic acidHCID 51037967.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 300 mg of N,N-dimethylformamide were added 105 mg of 1-(6-amino-3,5-difluoropyridine-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 70 mg of 3-aminoazetidine dihydrochloride, and 150 mg of N-methylpyrrolidine, and the mixture was stirred at 90° C. for 1 hour. 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 79 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-e4ca8e211303438b9b6d3b4f64589c34
Source noteuspto-grants-2000_12