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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166083Generated: October 29, 2026

Pyrazole → 3-Methoxy-4-(1H-pyrazol-1-yl)benzaldehyde

https://huagongshe.com/reaction/1166083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluoro-3-methoxybenzaldehydeHCID 2737358—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-Methoxy-4-(1H-pyrazol-1-yl)benzaldehydeHCID 2263100458%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-fluoro-3-methoxybenzaldehyde (2.00 g, 12.98 mmol), pyrazole (1.32 g, 19.39 mmol), and powdered K2CO3 (2.68 g, 19.39 mmol) in DMF (20 mL) was heated to 120° C. for 20 h. The cooled reaction mixture was diluted with ethyl acetate (200 mL), washed with water (3×200 mL), dried (Na2SO4), and concentrated. Purification by chromatography (SiO2, 4:1 hexane/ethyl acetate) yielded 1.52 g (58%) of the title compound as a yellow oil. MS 203 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613747B2
Source datasetuspto-grants-2003_09
ORD IDord-6c76426c9a6446458db9c6b2855a2f45
Source noteuspto-grants-2003_09