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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615885Generated: November 2, 2026

Potassium Carbonate → 1-[3-(Tert-butyldimethylsilyloxy)propoxy]-5-methylpyrazole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1615885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 5-methyl-1H-pyrazole-3-carboxylateHCID 77645—
Reactant(3-Bromopropoxy)(tert-butyl)dimethylsilaneHCID 607486—
SolventDimethylformamideHCID 6228—
Product1-[3-(Tert-butyldimethylsilyloxy)propoxy]-5-methylpyrazole-3-carboxylic acid ethyl esterHCID 67113706—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 1.96 g of 5-methylpyrazole-3-carboxylic acid ethyl ester in 40 ml of DMF, 2.64 g of potassium carbonate and 3.53 ml of 3-(tert-butyldimethylsilyloxy)propylbromide were added, and the mixture was stirred at 50° C. for 18 hours. The solvent was evaporated, EtOAc was added to the residue, and the organic layer was washed with water and brine and dried over sodium sulfate. After the evaporation of the solvent, the obtained residue was purified by silica gel column chromatography (eluent: hexane-EtOAc=15:1˜5:1) to obtain 1.39 g of 1-[3-(tert-butyldimethylsilyloxy)propoxy]-5-methylpyrazole-3-carboxylic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765764B2
Source datasetuspto-grants-2014_07
ORD IDord-846df2c63a0e4928a0f194af4448bc0d
Source noteuspto-grants-2014_07