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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454979Generated: October 30, 2026

Cesium carbonate → 7-(2,4-difluorophenoxy)-1-(2,6-difluorophenyl)-2H-quinolizin-2-one

https://huagongshe.com/reaction/1454979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2,2,6,6-Tetramethyl-3,5-heptanedioneHCID 70700—
Reactant2,4-DifluorophenolHCID 123051—
Reactant7-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-oneHCID 57531230—
CatalystCuprous chlorideHCID 62652—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product7-(2,4-difluorophenoxy)-1-(2,6-difluorophenyl)-2H-quinolizin-2-oneHCID 16749631—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 7-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-one (100 mg, 0.3 mmole) was added 2,4-difluorophenol (0.06 ml, 0.6 mmole), 2,2,6,6-tetramethylheptane-3,5-dione (0.007 ml, 0.03 mmole), CuCl (15 mg, 0.15 mmole) and cesium carbonate (195 mg, 0.6 mmole) in NMP. The mixture was heated to 120° C. until the reaction completed. The mixture was diluted with ethyl acetate, washed with 1N HCl, 1N NaOH, brine, dried over MgSO4, and concentrated to yield crude material. The crude material was purified by silica gel chromatography (CH2Cl2/acetone) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482345B2
Source datasetuspto-grants-2009_01
ORD IDord-0e56735d6a7f4e929fb19d752382a4ed
Source noteuspto-grants-2009_01