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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895987Generated: October 31, 2026

Cesium carbonate → HCID 25181924, compound

https://huagongshe.com/reaction/1895987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Bromopyridine-2-carbonitrileHCID 817154—
Reactant1,3-Bis(2,6-diisopropylphenyl)imidazolium chlorideHCID 2734913—
Reactant2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridineHCID 87550402—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 25181924HCID 2518192410.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of the compound of Example 3 (0.102 g, 0.48 mmol), 5-bromo-2-cyanopyridine (0.073 g, 0.40 mmol), cesium carbonate (0.658 g, 2 mmol), 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride (8.8 mg, 0.05 mmol), palladium(II)acetate (0.0046 mg, 0.05 mmol), in anhydrous and degassed THF (3 mL) was heated in a microwave oven at 110° C. for 15 min in a sealed vessel. The reaction mixture was cooled, poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography (EtOAc—Petroleum Ether 1:1) affording the title product (0.013 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-f10bc29da49e4dea94837f08aaa928d6
Source noteuspto-grants-2013_08