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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428948Generated: October 26, 2026

1,4-diphenyl-1H-imidazole → 2-(1,4-diphenyl-1H-imidazol-2-yl)-1-(4-pyrimidin-2-yl-piperazin-1-yl)-ethanone

https://huagongshe.com/reaction/1428948

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-diphenyl-1H-imidazoleHCID 10932980—
Reactant2-Bromo-1-(4-pyrimidin-2-ylpiperazin-1-yl)ethanoneHCID 63679846—
ReactantSodium ammonium chlorideHCID 86657765—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2-(1,4-diphenyl-1H-imidazol-2-yl)-1-(4-pyrimidin-2-yl-piperazin-1-yl)-ethanoneHCID 715996906.9%

Reaction Conditions

Temperature-78 °C

Reaction Steps

0.5 mL butyllithium (1.6 mol/L in THF) was added to 0.15 g 1,4-diphenyl-1H-imidazole in 10 mL THF at −78° C. under argon. The reaction was stirred 40 min at −78° C. and 0.22 g 2-bromo-1-(4-pyrimidin-2-yl-piperazin-1-yl)-ethanon was added to the reaction. After stirring 1 h at −78° C. the reaction was decomposed with saturated sodiumammoniumchloride solution. The mixture was extracted with ethyl acetate. The organic layer was dried and evaporated. The residue was purified by chromatography on Alox (gradient: dichlormethane/EtOAC/MeOH 9:2:0-50:45:5) to yield 20 mg of the desired compound. Rt: 1.13 (method B), (M+H)+: 425

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937176B2
Source datasetuspto-grants-2015_01
ORD IDord-902ec9a6b65642d8829e509314723d0e
Source noteuspto-grants-2015_01