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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388113Generated: October 29, 2026

Dimethylformamide → HCID 66917315, compound

https://huagongshe.com/reaction/2388113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 66917216HCID 66917216—
SolventWaterHCID 962—
ProductHCID 66917315HCID 6691731577%

Reaction Steps

Potassium carbonate (450 mg, 3.26 mmol) was added to a DMF solution (5 ml) of 8-cyclopropylmethoxy-5-fluoro-3-iodo-1H-quinolin-4-one (910 mg, 2.53 mmol). The mixture was stirred for 15 minutes at room temperature. Ethyl iodide (0.31 ml, 3.87 mmol) was added thereto, and the resulting mixture was stirred at 60° C. for 2 hours. After the reaction mixture was cooled to room temperature, water was added, and the resulting mixture was extracted with ethyl acetate. The organic layer was concentrated under reduced pressure and the residue was then purified by silica gel column chromatography (dichloromethane:ethyl acetate=40:1→15:1). The purified product was concentrated to dryness under reduced pressure to thereby obtain 750 mg of powdery pale dark brown 8-cyclopropylmethoxy-1-ethyl-5-fluoro-3-iodo-1H-quinolin-4-one (yield: 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269011B2
Source datasetuspto-grants-2012_09
ORD IDord-dd986c39eabb4d108cd857618aadca61
Source noteuspto-grants-2012_09