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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670155Generated: October 30, 2026

HCID 57586440, compound → HCID 57905901, compound

https://huagongshe.com/reaction/1670155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 57586440HCID 57586440—
ReactantHCID 57905910HCID 57905910—
CatalystTrifluoroacetic acidHCID 6422—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57905901HCID 5790590165.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4-[2-(2-carboxy-ethyl)-3-hept-6-ynyl-phenoxy]-butyric acid (900 mg, 2.6 mmol), 3-bromo-5-iodo-N,N-dimethyl-benzamide (1.0 g, 2.8 mmol), CuI (20 mg, 0.11 mmol) in THF (10 mL) and TEA (10 mL) was added bis(triphenylphosphine) palladium(II) dichloride (75 mg, 0.11 mmol). The reaction mixture was heated at 70° C. for 5 h. Then the reaction mixture was cooled to room temperature, a few drops of TFA were added and the resulting mixture was concentrated under reduced pressure. The crude material was purified by column chromatography (Isco™ 120 g) using ethyl acetate as eluting solvent to give the title compound (980 mg, 65%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989454B2
Source datasetuspto-grants-2011_08
ORD IDord-30cf87baf9d8496dbb73cc0e1cea1226
Source noteuspto-grants-2011_08