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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274748Generated: November 1, 2026

Dimethylformamide → 1-(6-Amino-3,5-difluoro-2-pyridyl)-8-bromo-6-fluoro-7-(3-hydroxyazetidin-1-yl)-4-oxo-quinoline-3-carboxylic acid

https://huagongshe.com/reaction/1274748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-MethylpyrrolidineHCID 8454—
Reactant3-Hydroxyazetidine hydrochlorideHCID 2759290—
Reactant1-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 15486977—
CatalystEthanolHCID 702—
SolventEthanolHCID 702—
Product1-(6-Amino-3,5-difluoro-2-pyridyl)-8-bromo-6-fluoro-7-(3-hydroxyazetidin-1-yl)-4-oxo-quinoline-3-carboxylic acidHCID 51057781.8%

Reaction Conditions

Temperature85 °C

Reaction Steps

To 270 mg of N,N-dimethylformamide were added 110 mg of 1-(6-amino-3,5-difluoropyridine-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 50 mg of 3-hydroxyazetidine hydrochloride, and 100 mg of N-methylpyrrolidine together with 3 drops of ethanol, and the mixture was stirred at 85° C. for 25 minutes. After adding 0.5 ml of ethanol, the solution was allowed to cool, and the precipitate was collected by filtration and washed with ethanol and diisopropylether successively to obtain 101 mg of the title compound as a pale yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06156903
Source datasetuspto-grants-2000_12
ORD IDord-4ae489a545784ecb8064151966c48b0b
Source noteuspto-grants-2000_12