Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274676Generated: November 5, 2026

Dimethylformamide → 7-(3-Aminoazetidine-1-yl)-8-chloro-6-fluoro-1-(3,5-difluoro-6-methylaminopyridine-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/1274676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
Reactant8-Chloro-6,7-difluoro-1-(3,5-difluoro-6-methylaminopyridin-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 15896298—
SolventEthanolHCID 702—
Product7-(3-Aminoazetidine-1-yl)-8-chloro-6-fluoro-1-(3,5-difluoro-6-methylaminopyridine-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212122290.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 400 mg of N,N-dimethylformamide were added 100 mg of 8-chloro-6,7-difluoro-1-(3,5-difluoro-6-methylaminopyridine-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 60 mg of 3-aminoazetidine dihydrochloride, and 120 mg of N-methylpyrrolidine, and the mixture was stirred at 100° C. for 1 hour. After adding 0.5 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 102 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-37d37e379437416f8b7b459f11d59e30
Source noteuspto-grants-2000_12