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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274715Generated: November 2, 2026

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

https://huagongshe.com/reaction/1274715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
Reactant1-(6-Amino-3-chloro-5-fluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121179—
SolventEthanolHCID 702—
Product7-(3-Aminoazetidine-1-yl)-1-(6-amino-3-chloro-5-fluoropyridine-2-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212127784.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 300 mg of N,N-dimethylformamide were added 100 mg of 1-(6-amino-3-chloro-5-fluoropyridine-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 70 mg of 3-aminoazetidine dihydrochloride, and 150 mg of N-methylpyrrolidone, and the mixture was stirred at 90° C. for 30 minutes. 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 95 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-eb0a0568a4b34bd7989151f0864820a8
Source noteuspto-grants-2000_12