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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368517Generated: October 30, 2026

Pyridine → 5-Amino-1-(6-amino-3,5-difluoropyridine-2-yl)-8-chloro-6-fluoro-7-(3-hydroxyaminoazetidine-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/368517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant1-MethylpyrrolidineHCID 8454—
Reactant5-Amino-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121165—
Reactant3-Hydroxyaminoazetidine hydrochlorideHCID 22121203—
SolventDiethyl EtherHCID 3283—
Product5-Amino-1-(6-amino-3,5-difluoropyridine-2-yl)-8-chloro-6-fluoro-7-(3-hydroxyaminoazetidine-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212123445.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 300 mg of pyridine were added 120 mg of 5-amino-1-(6-amino-3,5-difluoropyridine-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 80 mg of 3-hydroxyaminoazetidine hydrochloride, and 250 mg of N-methylpyrrolidine, and the mixture was stirred at 100° C. for 3 minutes. After adding 5 ml of diethylether, the mixture was allowed to stand for 1 hour and decanted. 2 ml of ethanol was added and the mixture was stirred. The precipitate was collected by filtration and washed with ethanol and diethylether successively to obtain 64 mg of the title compound as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133284
Source datasetuspto-grants-2000_10
ORD IDord-846c872e892d4632ab2d7ffcb8bd3d4b
Source noteuspto-grants-2000_10