Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610291Generated: October 30, 2026

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

https://huagongshe.com/reaction/610291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
Reactant1-(6-Amino-3-fluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121288—
SolventEthanolHCID 702—
Product7-(3-Aminoazetidine-1-yl)-1-(6-amino-3-fluoropyridine-2-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212129161.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 190 mg of N,N-dimethylformamide were added 57 mg of 1-(6-amino-3-fluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 37 mg of 3-aminoazetidine dihydrochloride, and 100 mg of N-methylpyrrolidine, and the mixture was stirred at 90° C. for 30 minutes. After adding 0.2 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 40 mg of the title compound as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998436
Source datasetuspto-grants-1999_12
ORD IDord-7c828dc0413e42529befedec53a1aa4c
Source noteuspto-grants-1999_12