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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69972Generated: October 28, 2026

Potassium Carbonate → 4-Chloro-6-ethylpyridin-2-amine

https://huagongshe.com/reaction/69972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Amino-4,6-dichloropyridineHCID 5316649—
ReactantHCID 178418750HCID 178418750—
CatalystHCID 178418807HCID 178418807—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-ethylpyridin-2-amineHCID 6904336933%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4,6-dichloropyridin-2-amine (1.0 equiv.) in THF (0.1M) was added Pd(dppf)Cl2-DCM (0.1M), K2CO3 (3.0 equiv.), and Et2Zn (1.2 equiv.). The reaction was heated to 70° C. for 18 hrs. Upon cooling to room temperature, NH4Cl(sat.) was added, the mixture was extracted with EtOAc, dried with Na2SO4, and concentrated. The crude material was purified via SiO2 column chromatography eluting with DCM/MeOH (2%) to yield 4-chloro-6-ethylpyridin-2-amine in 33% yield. LCMS (m/z): 157.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822497B2
Source datasetuspto-grants-2014_09
ORD IDord-a0266f5e87fd437b9ef457e73767b91a
Source noteuspto-grants-2014_09