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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561141Generated: October 31, 2026

Triethylamine → 5-Amino-6-fluoro-1,4-dihydro-8-methoxy-1-methyl-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-3-carboxylic acid

https://huagongshe.com/reaction/561141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN~1~-(Pyridin-2-yl)ethane-1,2-diamineHCID 410428—
Reactant5-Amino-1-methyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acidHCID 59002847—
SolventDimethyl SulfoxideHCID 679—
Product5-Amino-6-fluoro-1,4-dihydro-8-methoxy-1-methyl-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-3-carboxylic acidHCID 2475294259.2%

Reaction Steps

A solution 5-amino-1-methyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (170 mg, 0.598 mmol), N-2-pyridyl-1,2-ethanediamine (123 mg, 0.897 mmol) and triethylamine (0.125 mL, 0.897 mmol) in DMSO (2 mL) was stirred at 100° C. After 4 h the reaction mixture was poured into ice water and the resulting precipitate was removed by filtration, washed with ethanol, and dried to yield 5-amino-6-fluoro-1,4-dihydro-8-methoxy-1-methyl-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-3-carboxylic acid (142 mg, 59%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063221B2
Source datasetuspto-grants-2011_11
ORD IDord-0bdc7f0eea89424c81f0a1f5f5c57187
Source noteuspto-grants-2011_11