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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368433Generated: October 27, 2026

1-Methylpyrrolidine → 7-(3-Aminoazetidin-1-yl)-8-chloro-1-(3,5-difluoro-6-methoxypyridin-2-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/368433

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpyrrolidineHCID 8454—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
Reactant8-Chloro-1-(3,5-difluoro-6-methoxypyridin-2-yl)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121244—
SolventAcetonitrileHCID 6342—
Product7-(3-Aminoazetidin-1-yl)-8-chloro-1-(3,5-difluoro-6-methoxypyridin-2-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212128533.1%

Reaction Steps

To 500 mg of acetonitrile were added 75 mg of 8-chloro-1-(3,5-difluoro-6-methoxypyridine-2-yl)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 65 mg of 3-aminoazetidine dihydrochloride, and 150 mg of N-methylpyrrolidine, and the mixture was heated under reflux for 1 hour. The precipitate was collected by filtration and washed with ethanol and diisopropylether successively to obtain 28 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-e2aedd8822d84c9bb29685cdd730d59a
Source noteuspto-grants-2000_10