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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368437Generated: October 30, 2026

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

https://huagongshe.com/reaction/368437

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)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121166—
SolventEthanolHCID 702—
Product7-(3-Aminoazetidin-1-yl)-1-(6-amino-3,5-difluoro-2-pyridyl)-6,8-difluoro-4-oxo-quinoline-3-carboxylic acidHCID 51037768.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 270 mg of N,N-dimethylformamide were added 90 mg of 1-(6-amino-3,5-difluoropyridine-2-yl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 50 mg of 3-aminoazetidine dihydrochloride, and 110 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 70 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-793385b0b1b54a99a4778e07d6e38608
Source noteuspto-grants-2000_10