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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31152Generated: October 25, 2026

Sodium Iodide → 2-Fluoro-4-[(6-methoxy-7-(3-morpholinopropyl)-4-quinolyl)oxy]aniline

https://huagongshe.com/reaction/31152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDimethylformamideHCID 6228—
Reactant2-(4-Fluorophenyl)acetic acidHCID 9837—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluoro-4-[(7-(3-chloropropyl)-6-methoxy-4-quinolyl)oxy]anilineHCID 67197073—
SolventChloroform methanolHCID 21584188—
Product2-Fluoro-4-[(6-methoxy-7-(3-morpholinopropyl)-4-quinolyl)oxy]anilineHCID 6719664076%

Reaction Conditions

Temperature70 °C

Reaction Steps

The aniline compound (0.7 g) prepared in step 1) was dissolved in dimethylformamide (40 ml) to prepare a solution. Potassium carbonate (1.4 g), sodium iodide (0.6 g) and moripholine (0.85 g) (starting compound B) were added to the solution, and the mixture was stirred at 70° C. for 20 hr. The reaction solution was extracted with ethyl acetate, followed by washing with saturated brine. The extract was dried over anhydrous sodium sulfate, and the solvent was removed by evaporation under the reduced pressure. The residue was purified by column chromatography on silica gel, and the title compound (0.64 g, yield 76%) was obtained from the fraction of chloroform:methanol (95:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425564B2
Source datasetuspto-grants-2008_09
ORD IDord-84cc826f0b834b4a8d693567a5418566
Source noteuspto-grants-2008_09