Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171240Generated: November 3, 2026

Pyrazole → HCID 66521213, compound

https://huagongshe.com/reaction/2171240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
ReactantCesium carbonateHCID 10796—
Reactant3-Amino-5-bromopyridineHCID 817681—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductHCID 66521213HCID 6652121368%

Reaction Conditions

Temperature150 °C

Reaction Steps

Pyrazole (42 mg), cesium carbonate (340 mg), trans-N,N′-dimethylcyclohexan-1,2-diamine (74 mg), and copper iodide (50 mg) were added to a DMAc (2 ml) solution containing 5-bromopyridin-3-amine (90 mg) in a nitrogen atmosphere, followed by stirring in a sealed tube at 150° C. for 15 hours. The reaction solution was adjusted to room temperature and water was added, followed by extraction with ethyl acetate. The organic layers were washed with saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (chloroform:MeOH=1:0 to 10:1). A brown solid of 5-(pyrazol-1-yl)pyridin-3-amine (56.7 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051310B2
Source datasetuspto-grants-2015_06
ORD IDord-5440768b8ca24408b051407adebe7834
Source noteuspto-grants-2015_06