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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283941Generated: October 31, 2026

Cesium carbonate → HCID 89442483, compound

https://huagongshe.com/reaction/2283941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Fluoro-4-methylbenzeneboronic acidHCID 2782674—
Reactanttert-Butyl 4-(4-bromo-1-(2-hydroxyethyl)-1H-imidazol-2-yl)piperidine-1-carboxylateHCID 67265139—
CatalystHCID 85567535HCID 85567535—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 89442483HCID 8944248370%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4-[4-bromo-1-(2-hydroxyethyl)-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (1600.00 mg; 4.27 mmol; 1.00 eq.), 3-fluoro-4-methyl phenyl boronic acid (855.55 mg; 5.56 mmol; 1.30 eq.), palladium bis(tributylphosphine) (436.95 mg; 0.85 mmol; 0.20 eq.) and Cesium carbonate (4178.60 mg; 12.82 mmol; 3.00 eq.) in 1,4-Dioxane (10.0 mL) and water (1.50 mL) in the sealed vial was stirred at 70° C. for 5 hours. The crude was purified through flash chromatography (EtOAc in Hexanes 30% to 80%) to provide the title compound (1.2 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145392B2
Source datasetuspto-grants-2015_09
ORD IDord-83f6b557fe0a4a989358928f63abde2a
Source noteuspto-grants-2015_09