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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415958Generated: October 26, 2026

Acetonitrile → 7-(3-Aminoazetidin-1-yl)-1-(3-amino-4,6-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/1415958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant1-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 11089970—
ReactantAzetidin-3-amine--hydrogen chloride (1/2)HCID 13491919—
SolventTriethylamineHCID 8471—
Product7-(3-Aminoazetidin-1-yl)-1-(3-amino-4,6-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 1173222491.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 200 ml of acetonitrile were added 3.7 g of 1-(3-amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, 2.18 g of 3-aminoazetidine dihydrochloride, and 6.06 g of triethylamine. The solution was stirred at 80° C. for 15 hours. The reaction solution was cooled whereupon the precipitated solid was collected by filtration and washed with ethanol and isopropyl ether to give 3.7 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05910498
Source datasetuspto-grants-1999_06
ORD IDord-4177a93c64254627b21a0185074cb3cf
Source noteuspto-grants-1999_06