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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533401Generated: October 29, 2026

Dimethylformamide → HCID 67772977, compound

https://huagongshe.com/reaction/533401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium fluorideHCID 25953—
ReactantHCID 22237819HCID 22237819—
ReactantEthyl 5-bromoquinoline-3-carboxylateHCID 67773468—
CatalystSilver(II) oxideHCID 92152—
CatalystHCID 178418851HCID 178418851—
SolventWaterHCID 962—
ProductHCID 67772977HCID 6777297744.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under argon gas atmosphere, a mixture of ethyl 5-bromoquinoline-3-carboxylate (113 mg), 2,4,6-trifluorophenylboric acid (106 mg), bis(tri-t-butylphosphine)palladium (41 mg), cesium fluoride (123 mg), silver oxide (112 mg), and DMF (2 mL) was heated under stirring in an oil bath at 100° C. for 15 hours. The reaction liquid was returned to room temperature, diluted with water, and then extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate) to obtain ethyl 5-(2,4,6-trifluorophenyl)quinoline-3-carboxylate (60 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853242B2
Source datasetuspto-grants-2014_10
ORD IDord-26febdbc860b4a37a39ff6e4ab8d40fc
Source noteuspto-grants-2014_10