Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523145Generated: October 26, 2026

Cesium fluoride → HCID 90118179, compound

https://huagongshe.com/reaction/523145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant2-(Tributylstannyl)pyrimidineHCID 2763251—
Reactant2,4-Dichloro-6-(4-isopropoxyphenyl)pyridineHCID 90118079—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
ProductHCID 90118179HCID 90118179—

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)pyrimidine (65 mg, 0.18 mmol), CuI (8 mg, 0.04 mmol), CsF (81 mg, 0.53 mmol), and Pd(PPh3)4 (10 mg, 8.9 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 mixture was allowed to cool to room temperature, and the reaction mixture was then directly subjected to C18 chromatography (water:MeOH w/0.1% TFA) to afford 2-(4-chloro-6-(4-isopropoxyphenyl)pyridin-2-yl)pyrimidine as an amber solid. This material was carried forward into step 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334279B2
Source datasetuspto-grants-2016_05
ORD IDord-a20a0a571a7445be80c3fdf900ddb2c7
Source noteuspto-grants-2016_05