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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174542Generated: October 31, 2026

Methyl iodide → HCID 67130206, compound

https://huagongshe.com/reaction/2174542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant1-benzyl-1H-pyrazol-4-olHCID 642218—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 67130206HCID 6713020666.2%

Reaction Steps

To a solution of 1-benzyl-1H-pyrazol-4-ol (Intermediate 4) (3.5 g, 20.1 mmol) and Cs2CO3 (8 g, 24.6 mmol) in DMF (100 mL) was added MeI (2 mL, 32 mmol). After stirring at room temperature for 2 h, the reaction mixture was diluted with EtOAc, washed with ice/brine. The aqueous was extracted with EtOAc, the combined organic solvents were removed under reduced pressure and the residue was purified by flash chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 60:40 as eluant) to give the title compound 4-(methyloxy)-1-(phenylmethyl)-1H-pyrazole (2.5 g, 13.3 mmol, 63% yield) as a yellow oil. LCMS: (M+H)+=189; Rt=0.81 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09061998B2
Source datasetuspto-grants-2015_06
ORD IDord-32f93af7bf6f4ab594733f772c945480
Source noteuspto-grants-2015_06