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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369228Generated: October 28, 2026

Triethylamine → 1-(5-Amino-2,4-difluorophenyl)-8-chloro-7-dimethylamino-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

https://huagongshe.com/reaction/369228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant1-(3-Amino-4,6-difluorophenyl)-8-chloro-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 10861999—
SolventAcetonitrileHCID 6342—
Product1-(5-Amino-2,4-difluorophenyl)-8-chloro-7-dimethylamino-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid HydrochlorideHCID 69959281120.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

1-(5-Amino-2,4-difluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg), dimethylamine hydrochloride (94 mg) and triethylamine (140 mg) were added to acetonitrile (10 ml), and the mixture was heated and stirred overnight at 60° C. After the reaction mixture was allowed to cool, the solvent was distilled off under reduced pressure. Ethanol and concentrated hydrochloric acid were added to the residue, and the mixture was concentrated again under reduced pressure. Ethanol was added to the residue, and solids were collected by filtration. The solids were washed successively with ethanol and diethyl ether to obtain the title compound (70 mg) as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06136823
Source datasetuspto-grants-2000_10
ORD IDord-09325b36faca4258832515663e5e8d6d
Source noteuspto-grants-2000_10