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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895988Generated: November 2, 2026

Cesium carbonate → HCID 87550603, compound

https://huagongshe.com/reaction/1895988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Bromo-4-methylpyridineHCID 817630—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridineHCID 87550402—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 87550603HCID 875506036.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of the compound of Example 3 (0.102 g, 0.48 mmol), 3-bromo-4-methylpyridine (0.046 g, 0.40 mmol), cesium carbonate (0.658 g, 2 mmol), 2-(dicyclohexylphosphino)biphenyl (8.8 mg, 0.024 mmol), palladium(II)acetate (0.0027 mg, 0.012 mmol), in anhydrous and degassed toluene (3 mL) was heated in a microwave oven at at 150° 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 (CHCl3-1.4 N MeOH NH3 100:0.25) affording the title product (0.008 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-a33a5ce789494f87bb75745aea6186af
Source noteuspto-grants-2013_08