Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2420665Generated: November 1, 2026

Imidazole → HCID 23523859, compound

https://huagongshe.com/reaction/2420665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant4-(4-Ethylbenzyl)-5-(trifluoromethyl)-1H-pyrazole-3-olHCID 10635723—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 23523859HCID 23523859—

Reaction Steps

1,2-Dihydro-4-((4-ethylphenyl)methyl)-5-(trifluoromethyl)-3H-pyrazol-3-one (4) (prepared by the method described in J. Med. Chem 1996, 39, 3920-3928) (15.0 g; 55.6 mmol) was dissolved in dimethylformamide (150 ml) and cooled to 0° C. t-Butyldimethylsilyl chloride (9.3 g; 61.1 mmol) was added in portions, and then, imidazole (4.2 g; 61.1 mmol) was added in portions. Then, the resulting mixture was back to ambient temperature, then the mixture was stirred for 3 hours. Water was added to the reaction solution, for extraction twice with ethyl acetate. The organic phase was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated, to give the desired compound (21.4 g; 55.6 mmol). (100%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956041B2
Source datasetuspto-grants-2011_06
ORD IDord-3fb514b46f2a499082bbf5a5df16ef7e
Source noteuspto-grants-2011_06