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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027274Generated: October 23, 2026

Cesium carbonate → (1-(3-bromo-4-methoxyphenyl)-1H-pyrazol-3-yl)methanol

https://huagongshe.com/en/reaction/1027274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(2'-Pyridyl)benzimidazoleHCID 70821—
Reactant2-Bromo-4-iodoanisoleHCID 3376779—
ReactantHCID 178519763HCID 178519763—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(1-(3-bromo-4-methoxyphenyl)-1H-pyrazol-3-yl)methanolHCID 8671068977.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a 100 mL round bottom flask was added copper (I) iodide (30.4 mg, 0.16 mmol), 2-(2-pyridyl)benzimidazole (31.2 mg, 0.16 mmol), cesium carbonate (625 mg, 1.92 mmol) and DMF (5.3 mL). The reaction mixture was heated to 60° C. for 1 h then (1H-pyrazol-3-yl)methanol (235 mg, 2.40 mmol) and 2-bromo-4-iodo-1-methoxybenzene (500 mg, 1.60 mmol) were added and the mixture was heated at 100° C. for 18 hours. The reaction was cooled, diluted with EtOAc and filtered through celite. The filtrate was concentrated in vacuo and purified by silica gel chromatography (0-100% EtOAc in Hepane) to afford (1-(3-bromo-4-methoxyphenyl)-1H-pyrazol-3-yl)methanol (353 mg) MS [M+2H+]=285.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729263B2
Source datasetuspto-grants-2014_05
ORD IDord-defd10b236444fda9f9906956cc2d1e5
Source noteuspto-grants-2014_05