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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428658Generated: October 31, 2026

Nitrogen → HCID 86690310, compound

https://huagongshe.com/reaction/1428658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTriethylamineHCID 8471—
ReactantCyclopropylacetyleneHCID 138823—
ReactantHCID 86690308HCID 86690308—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418807HCID 178418807—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86690310HCID 86690310—

Reaction Steps

A solution of 3-bromo-5,6-di-p-tolylpyrazin-2-amine (step 3) (440 mg, 1.24 mmol) in dioxane (5 ml) was degassed with N2 and treated with triethylamine (1.558 ml, 11.18 mmol), ethynylcyclopropane (0.210 ml, 2.484 mmol), copper(I) iodide (71.0 mg, 0.373 mmol) and PdCl2(dppf)-CH2Cl2-adduct (101 mg, 0.124 mmol). After stirring at room temperature for 16 hours, the reaction mixture was concentrated under reduced pressure and dry loaded onto silica using DCM (10 ml). Purification of the crude product by chromatography on silica eluting with 0-20% EtOAc in iso-hexane afforded the titled compound as a beige coloured solid;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937069B2
Source datasetuspto-grants-2015_01
ORD IDord-60b4257538a64b26afb97605116f8892
Source noteuspto-grants-2015_01