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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817169Generated: October 29, 2026

4-Ethynylaniline → 5-[(4-aminophenyl)ethynyl]-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine

https://huagongshe.com/reaction/1817169

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-EthynylanilineHCID 3760025—
Reactant5-bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amineHCID 59852408—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
Product5-[(4-aminophenyl)ethynyl]-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amineHCID 9841572—

Reaction Steps

5-Bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine (0.051 g, 0.16 mmol) (made in example 2), 4-ethynylaniline (0.060 g, 0.51 mmol), dichlorobis(triphenylphosphine)palladium(II) (0.006 g, 0.009 mmol), copper iodide (0.004 g, 0.02 mmol) and triethyl amine (3 mL) were combined and subjected to 180° C. for 1 hr in a SmithSynthesizer microwave. The resulting mixture is treated with silica gel, and the volatiles removed in vacuo. The title compound is obtained by silica gel chromatography (0.004 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598251B2
Source datasetuspto-grants-2009_10
ORD IDord-7cdf2ef284194267a5e2f327e6a3020a
Source noteuspto-grants-2009_10