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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369276Generated: October 28, 2026

Hydrochloric Acid → 1-(5-Amino-2,4-difluorophenyl)-8-chloro-6-fluoro-7-(2-hydroxy-1-methylethylamino)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

https://huagongshe.com/reaction/369276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-AminopropanolHCID 5126—
Reactant1-(3-Amino-4,6-difluorophenyl)-8-chloro-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 10861999—
SolventPyridineHCID 1049—
Product1-(5-Amino-2,4-difluorophenyl)-8-chloro-6-fluoro-7-(2-hydroxy-1-methylethylamino)-4-oxo-1,4-dihydroquinoline-3-carboxylic AcidHCID 2328470573.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

1-(5-Amino-2,4-difluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (200 mg) and 2-amino-1-propanol (200 mg) were added to pyridine (700 mg), and the mixture was stirred at 50° C. for 1.5 hours. Concentrated hydrochloric acid (200 mg) was added to the reaction mixture, and the resultant mixture was concentrated under reduced pressure. Ethanol (3 ml) was added to the residue, and deposits were collected by filtration and washed with ethanol and disopropyl ether in that order to obtain the title compound (167 mg) as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06136823
Source datasetuspto-grants-2000_10
ORD IDord-e8b46cfcac8a49878c072d717252cf16
Source noteuspto-grants-2000_10