Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523143Generated: October 25, 2026

Cesium fluoride → 2-(4-Chloro-6-(4-isopropoxyphenyl)pyridin-2-yl)pyrazine

https://huagongshe.com/reaction/523143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant2-(Tributylstannyl)pyrazineHCID 2737316—
Reactant2,4-Dichloro-6-(4-isopropoxyphenyl)pyridineHCID 90118079—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
Product2-(4-Chloro-6-(4-isopropoxyphenyl)pyridin-2-yl)pyrazineHCID 9011828564%

Reaction Steps

To a 2 dram vial equipped with a stir bar was added 2,4-dichloro-6-(4-isopropoxyphenyl)pyridine (50 mg, 0.18 mmol), 2-(tributylstannyl)pyrazine (65 mg, 0.18 mmol), CuI (9.0 mg, 0.047 mmol), CsF (82 mg, 0.54 mmol), and Pd(PPh3)4 (10.2 mg, 8.86 μmol). The vial was capped with a septum screw-cap and then placed under N2 atmosphere. To the vial was added degassed DMF (1 mL). The vial was placed in a 80° C. heating block with stirring for 1 hour. The reaction mixture was directly purified by C18 chromatography (water:MeOH w/0.1% TFA) to afford 2-(4-chloro-6-(4-isopropoxyphenyl)pyridin-2-yl)pyrazine as a dark solid (37 mg, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334279B2
Source datasetuspto-grants-2016_05
ORD IDord-71c5379fc1e0476e842fe6f6a6054db7
Source noteuspto-grants-2016_05