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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715920Generated: October 27, 2026

Methyl iodide → ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/715920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Acetyl-2H-pyrazole-3-carboxylic acid ethyl esterHCID 16220430—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Productethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylateHCID 7130615865.1%

Reaction Steps

Ethyl 3-acetyl-1H-pyrazole-5-carboxylate (Chem. Commun., 2004, 394-395) (4.82 g) was dissolved in N,N-dimethylformamide (80 ml). To the solution, potassium carbonate (4.39 g) and iodomethane (1.98 ml) were added under ice cooling, and the mixture was stirred at room temperature for 3 hours and 50 minutes. The reaction solution was diluted with ethyl acetate. The organic layer was washed with saturated saline, water, and saturated saline in this order and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain the title compound (3.38 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187489B2
Source datasetuspto-grants-2015_11
ORD IDord-aa9be722dc794806b221efba7b5e5bd4
Source noteuspto-grants-2015_11