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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606842Generated: October 31, 2026

Phenylacetylene → HCID 67047572, compound

https://huagongshe.com/reaction/606842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyleneHCID 10821—
Reactant3-Bromo-5-methoxypyridineHCID 817163—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178419050HCID 178419050—
SolventTriethylamineHCID 8471—
ProductHCID 67047572HCID 6704757266%

Reaction Conditions

Temperature80 °C

Reaction Steps

Add phenylacetylene (0.180 mL, 1.6 mmol), copper (I) iodide (0.029 g, 0.15 mmol) and bis(triphenylphosphine)palladium (II) dichloride (0.053 g, 0.08 mmol) to a solution of 3-bromo-5-methoxypyridine (0.282 g, 1.5 mmol) in degassed triethylamine (8 mL) and heat at 80° C. for 16 h. Cool the reaction mixture to room temperature, filter through diatomaceous earth, wash with ethyl acetate, and concentrate. Purify the residue by silica gel chromatography, eluting with 50:50 to 0:100 hexanes:ethyl acetate to give the title compound (0.206 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915424B2
Source datasetuspto-grants-2011_03
ORD IDord-12e6e00e79b4416fb80b6826b2c3c8e9
Source noteuspto-grants-2011_03