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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415939Generated: October 23, 2026

Dimethylformamide → 1-(3-amino-4,6-difluorophenyl)-7-[(3S)-3-aminopyrrolidin-1-yl]-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid triethylamine salt

https://huagongshe.com/en/reaction/1415939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant1-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 11089970—
Reactant(3S)-(+)-3-Aminopyrrolidine DihydrochlorideHCID 13500644—
SolventEthanolHCID 702—
ProductDiisopropyl EtherHCID 7914—
Product1-(3-amino-4,6-difluorophenyl)-7-[(3S)-3-aminopyrrolidin-1-yl]-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid triethylamine saltHCID 69960535142%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 1,000 mg of N,N-dimethylformamide were added 220 mg of 1-(3-amino-4,6-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid, 210 mg of (3S)-3-aminopyrrolidine dihydrochloride, and 400 mg of triethylamine. The solution was stirred at 90° C. for 1.5 hours. The reaction solution was allowed to cool down, combined with 10 ml of ethanol, heated at reflux for 5 minutes, and allowed to cool down. The precipitate was collected by filtration and washed with ethanol and then with diisopropyl ether to give 220 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05910498
Source datasetuspto-grants-1999_06
ORD IDord-8325b659aecf44de9f6a0364c03a3721
Source noteuspto-grants-1999_06