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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244617Generated: October 31, 2026

Isopropyl iodide → Methyl 1-isopropyl-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/244617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl iodideHCID 6362—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 1H-pyrazole-3-carboxylateHCID 565662—
SolventAcetonitrileHCID 6342—
ProductMethyl 1-isopropyl-1H-pyrazole-5-carboxylateHCID 19576656—

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of methyl 1H-pyrazole-5-carboxylate (0.6 g) (available from Fluorochem), in acetonitrile (50 ml) was added cesium carbonate (1.55 g) followed by 2-iodopropane (0.476 ml) and the mixture stirred at 20° C. for 18 h. The solvent was removed in vacuo and the residue was partitioned between water (20 ml) and DCM (20 ml) and separated by hydrophobic frit. Purification by chromatography on silica gel (50 g silica), eluting with a gradient of 0-100% ethyl acetate in cyclohexane gave methyl 1-(1-methylethyl)-1H-pyrazole-5-carboxylate (0.24 g) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658635B2
Source datasetuspto-grants-2014_02
ORD IDord-f3a23d5d3704484dbbcdf7f5ced38f3c
Source noteuspto-grants-2014_02