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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507938Generated: October 27, 2026

Dimethylformamide → ethyl 5-isobutoxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate

https://huagongshe.com/reaction/507938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Bromo-2-methylpropaneHCID 6555—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178469351HCID 178469351—
SolventEthyl AcetateHCID 8857—
Productethyl 5-isobutoxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylateHCID 2315722687.2%

Reaction Steps

To a mixture of ethyl 5-hydroxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate (1.0 g, 4.06 mmol), potassium carbonate (0.84 g, 6.09 mmol) and N,N-dimethylformamide (10 mL) was added isobutyl bromide (0.49 mL, 4.47 mmol) under stirring at room temperature, and the mixture was stirred at the same temperature for 16 hr. The reaction mixture was diluted with ethyl acetate, washed with water and 5% aqueous potassium hydrogensulfate solution, dried, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-4/1) to give the title compound (1.07 g, yield 87%) as pale-yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786165B2
Source datasetuspto-grants-2010_08
ORD IDord-7270bdbe4797467e9fe56a173eae0be5
Source noteuspto-grants-2010_08