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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061853Generated: October 31, 2026

Water → Ethyl 6-iodo-1-[2-(methyloxy)ethyl]-4-oxo-1,4-dihydro-3-quinolinecarboxylate

https://huagongshe.com/reaction/2061853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-MethoxyethylamineHCID 8018—
ReactantPotassium CarbonateHCID 11430—
Reactant(Z)-ethyl 3-(dimethylamino)-2-(2-fluoro-5-iodobenzoyl)acrylateHCID 70809441—
SolventDimethylformamideHCID 6228—
ProductEthyl 6-iodo-1-[2-(methyloxy)ethyl]-4-oxo-1,4-dihydro-3-quinolinecarboxylateHCID 5920847863.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

(Z)-Ethyl 3-(dimethylamino)-2-(2-fluoro-5-iodobenzoyl)acrylate (0.428 g, 1.09 mmol, Intermediate 24) and 2-methoxyethanamine (0.082 g, 1.09 mmol, Acros) were combined in DMF (3.0 mL). Potassium carbonate (0.151 g, 1.09 mmol, Fisher) was added and the reaction was heated in the microwave at 90° C. for 30 min After 30 minutes, LC/MS indicated that the reaction was complete. The reaction mixture was cooled to room temperature and slowly poured into water. The resulting precipitate was filtered, washed with water and dried overnight to yield a white solid (0.277 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283361B2
Source datasetuspto-grants-2012_10
ORD IDord-2981c7356ea54766a3bc4b1b425491b1
Source noteuspto-grants-2012_10