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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497204Generated: November 1, 2026

Imidazole → HCID 22316828, compound

https://huagongshe.com/reaction/497204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHCID 15340994HCID 15340994—
CatalystCopperHCID 23978—
SolventDimethylformamideHCID 6228—
ProductHCID 22316828HCID 2231682816.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspention of sodium hydride (0.04 g: 1 mmol) (60% mineral oil dispersion; washed with dry hexane (3 mL)) in DMF (2 mL) was added imidazol (0.068 g) at room temperature and the mixture was stirred 0.30 minutes. Then, 4-[5-[4-Bromophenyl]-3-trifluoromethyl-1-[4-(methylsulfonyl)phenyl]-1H-pyrazole (0.445 g) and copper powder (0.0063 g) were added and the whole was heated at 150° C. for 3 hours. After cooling, water (30 mL) was added to the reaction mixture and the whole was extracted with CH2Cl2 (30 mL×2), the extract was washed with water and brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash chromatography eluting with ethyl acetate/methanol (1/0.03). The resulting solid was recrystallized with dichloroethane-diisopropyl ether to give the title compound (0.07 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949536B2
Source datasetuspto-grants-2005_09
ORD IDord-2b98ac91542c42daa663252c69666913
Source noteuspto-grants-2005_09