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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734900Generated: October 30, 2026

Triethylamine → HCID 69061534, compound

https://huagongshe.com/reaction/734900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-(4-Chloro-phenyl)-2-ethynyl-pyridineHCID 57845328—
Reactant4-Iodo-2-methylbenzeneethanolHCID 69057793—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventAcetonitrileHCID 6342—
ProductHCID 69061534HCID 69061534—

Reaction Steps

Under an argon atmosphere 16 mg (0.02 mmol) of PdCl2(dppf) and 4 mg (0.02 mmol) of CuI were added to a repeatedly degassed solution of 940 mg (1.79 mmol) of 2-(4-iodo-2-methylphenyl)ethanol, 383 mg (1.79 mmol) of 5-(4-chlorophenyl)-2-ethynylpyridine (IP 13), and 0.52 mL (3.77 mmol) of triethylamine in 8 mL of acetonitrile and the mixture was stirred overnight at RT. The precipitate was suction filtered and washed with acetonitrile. Yield: 270 mg (43% of theoretical); C22H18ClNO (M=347.837); calc.: molpeak (M+H)+:348/50 (Cl); found: molpeak (M+H)+:348/50 (Cl); HPLC-MS: 6.15 minutes (method H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592358B2
Source datasetuspto-grants-2009_09
ORD IDord-7bf90355ada644a18ff7f8a0653442a4
Source noteuspto-grants-2009_09