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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747530Generated: October 31, 2026

Cesium carbonate → HCID 68210800, compound

https://huagongshe.com/reaction/1747530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTricyclohexylphosphineHCID 75806—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactant1-(6-Bromopyridin-3-yl)-2,2,2-trifluoroethan-1-olHCID 71301986—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68210800HCID 68210800—

Reaction Conditions

Temperature80 °C

Reaction Steps

In 1,4-dioxane (2.0 mL) was dissolved 1-(6-bromopyridin-3-yl)-2,2,2-trifluoroethanol (98.6 mg, 0.385 mmol). To the solution were added 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (120 mg, 0.578 mmol), cesium carbonate (188 mg, 0.578 mmol), tris(dibenzylideneacetone)dipalladium (5.3 mg, 0.0058 mmol), tricyclohexylphosphine (3.9 mg, 0.0139 mmol) and water (0.2 mL), and the mixture was stirred at 80° C. for 2 hours. Water was added to the reaction mixture. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=19/1) to give Compound A26 (94.5 mg, 950 yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150569B2
Source datasetuspto-grants-2015_10
ORD IDord-2b66feef6cbe49fda5abb810dbcb5409
Source noteuspto-grants-2015_10