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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340465Generated: October 31, 2026

Imidazole → HCID 66521378, compound

https://huagongshe.com/reaction/340465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantCesium carbonateHCID 10796—
Reactant3-Amino-5-bromopyridineHCID 817681—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductHCID 66521378HCID 6652137831%

Reaction Conditions

Temperature150 °C

Reaction Steps

Imidazole (42 mg), cesium carbonate (340 mg), trans-N,N′-dimethylcyclohexane-1,2-diamine (74 mg), and copper iodide (50 mg) were added to a tube containing a N,N-dimethylacetamide (2 ml) solution containing 5-bromopyridin-3-amine (90 mg) in a nitrogen atmosphere and the tube was sealed, followed by stirring at 150° C. for 14.5 hours. The reaction solution was adjusted to room temperature, and water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (chloroform:methanol=1:0 to 10:1), and a brown solid of 5-(1H-imidazol-1-yl)pyridin-3-amine (25.8 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895585B2
Source datasetuspto-grants-2014_11
ORD IDord-ed4c0f448b584d5f878d8482a4ec2e7a
Source noteuspto-grants-2014_11