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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1270078Generated: November 1, 2026

Trifluoroacetic acid → 7-[(2-Aminoethyl)amino]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/1270078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-BOC-ethylenediamineHCID 187201—
Reactant1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acidHCID 7019465—
SolventMethanolHCID 887—
SolventDimethylacetamideHCID 31374—
Product7-[(2-Aminoethyl)amino]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 1844897658,848.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 1-cyclopropyl-1,4-dihydro-4-oxo-6,7-difluoro-8-methoxy-3-quinoline carboxylic acid (1.0 g) in N,N-dimethylacetamide (10 ml), N-BOC-ethylenediamine (0.82 mg) was added. The mixture was heated at 120° C. for 12 h. Trifluoracetic acid (20 ml) was added and the reaction mixture was stirred at r.t. for 24 h. The solvent was evaporated under reduced pressure. The crude product was dissolved in water (5 ml) and pH adjusted with 20% NaOH to 7. The precipitate obtained was dispersed in MeOH and filtered to give the title compound (1.01 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07202221B2
Source datasetuspto-grants-2007_04
ORD IDord-28893d5a79ff45318058e6925aea518f
Source noteuspto-grants-2007_04