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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454981Generated: October 31, 2026

Triethylamine → 1-(2,6-difluorophenyl)-7-[(2,4-difluorophenyl)ethynyl]-2H-quinolizin-2-one

https://huagongshe.com/reaction/1454981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethynyl-2,4-difluorobenzeneHCID 5063820—
Reactant7-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-oneHCID 57531230—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-(2,6-difluorophenyl)-7-[(2,4-difluorophenyl)ethynyl]-2H-quinolizin-2-oneHCID 16749634—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 7-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-one (100 mg) was added 1ethynyl-2,4-difluorobenzene (82 mg), triethylamine (0.17 ml), dichlorobis(triphenylphosphine)palladium (25 mg), CuI (6 mg) in DMF was heated to 100° C. until reaction complete. The mixture was diluted with ethyl acetate, washed with water (4×), brine, dried over MgSO4, and concentrated to yield crude material. The crude material was purified by silica gel chromatography (100% ethyl acetate) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482345B2
Source datasetuspto-grants-2009_01
ORD IDord-f3750d6a8b094c95ac2f642c92f69bfd
Source noteuspto-grants-2009_01