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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368422Generated: October 27, 2026

Dimethyl Sulfoxide → 7-(3-Aminoazetidin-1-yl)-1-(4-amino-3,5,6-trifluoropyridin-2-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/368422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
Reactant1-(4-Amino-3,5,6-trifluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 22121233—
SolventTriethylamineHCID 8471—
Product7-(3-Aminoazetidin-1-yl)-1-(4-amino-3,5,6-trifluoropyridin-2-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 2212119050.2%

Reaction Steps

To 1 ml dimethylsulfoxide solution of 70 mg of 3-aminoazetidine dihydrochloride and 250 mg of triethylamine at 80° C. was added 150 mg of 1-(4-amino-3,5,6-trifluoropyridine-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid with stirring, and the mixture was stirred at 80° C. for 1 hour. The reaction solution was allowed to cool and decanted with diethylether. Ethanol was added to the residue to disperse the solid content, and the solid content was collected by filtration, washed with ethanol, and dried to obtain 85 mg of the title compound as a pale yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133284
Source datasetuspto-grants-2000_10
ORD IDord-07d82dd8206a434a9c3443e1f4a01bcb
Source noteuspto-grants-2000_10