Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914468Generated: November 1, 2026

Water → Ethyl 1-(2-methylpropyl)-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/914468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsobutyl iodideHCID 10556—
ReactantSodium hydrideHCID 24758—
Reactantethyl 1H-pyrazole-4-carboxylateHCID 142179—
SolventDimethylformamideHCID 6228—
ProductEthyl 1-(2-methylpropyl)-1H-pyrazole-4-carboxylateHCID 58333423—

Reaction Conditions

Temperature0 °C

Reaction Steps

1H-Pyrazole-4-carboxylic acid ethyl ester (5.0 g) was dissolved in DMF (50 mL), 60% sodium hydride (1.57 g) was added, and the mixture was stirred at 0° C. for 30 min. Then, isobutyl iodide (4.7 mL) was added, and the mixture was stirred for 14 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=8:2) to give 1-(2-methylpropyl)-1H-pyrazole-4-carboxylic acid ethyl ester (6.0 g) as an oil. The obtained compound was subjected to reactions in the same manner as in Reference Examples 17 to 18 to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026370B2
Source datasetuspto-grants-2011_09
ORD IDord-1528333c4fd342d4af83ac0505c44b54
Source noteuspto-grants-2011_09