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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571719Generated: November 1, 2026

Imidazole → HCID 178469392, compound

https://huagongshe.com/reaction/571719

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 numberUS09029366B2
Source datasetuspto-grants-2015_05
ORD IDord-5e8dfaf97c1540ea93e067777a2ad8b2
Source noteuspto-grants-2015_05