Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610257Generated: November 4, 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/610257

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-difluoropyridin-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 numberUS05998436
Source datasetuspto-grants-1999_12
ORD IDord-090654f622a44839a9a6290124a676de
Source noteuspto-grants-1999_12