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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396499Generated: November 1, 2026

Imidazole → HCID 178469392, compound

https://huagongshe.com/reaction/1396499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantEthyl 5-Oxo-4,5-dihydro-1H-pyrazole-3-carboxylateHCID 225371—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 178469392HCID 17846939244.2%

Reaction Steps

Tert-butyldimethylsilyl chloride (6.05 g, 40.15 mmol) and imidazole (2.92 g, 42.82 mmol) were added to a stirred solution of ethyl 5-oxo-4,5-dihydro-1H-pyrazole-3-carboxylate (4.18 g, 26.76 mmol) in ACN (90 mL). The mixture was stirred at room temperature for 30 minutes, then diluted with water and extracted with AcOEt. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo to yield ethyl 5-{[tert-butyl(dimethyl)silyl]oxy}-1H-pyrazole-3-carboxylate (3.2 g, 44% yield) as a yellow solid, that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901125B2
Source datasetuspto-grants-2014_12
ORD IDord-00698d8ef3fe4010a27adf99423e6c4c
Source noteuspto-grants-2014_12