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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250745Generated: November 3, 2026

Potassium Carbonate → 1-Benzyl-2-methyl-4-(3-(N-[isobutyl]-N-[cyano]amino)-4-nitrophenyl)-5-(2,4-difluorophenyl)-1H-imidazole

https://huagongshe.com/reaction/250745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-benzyl-2-methyl bromo-5-(2,4-difluorophenyl)-1H-imidazoleHCID 17981672—
ReactantN-[cyano]N-[isobutyl]2-nitro-5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)anilineHCID 86623267—
Catalystpalladium(II) acetateHCID 167845—
CatalystHCID 178454863HCID 178454863—
Solvent1,4-DioxaneHCID 31275—
Product1-Benzyl-2-methyl-4-(3-(N-[isobutyl]-N-[cyano]amino)-4-nitrophenyl)-5-(2,4-difluorophenyl)-1H-imidazoleHCID 8662326642.9%

Reaction Steps

Heat 1-benzyl-2-methyl bromo-5-(2,4-difluorophenyl)-1H-imidazole (0.321 g, 0.885 mmol), N-[cyano]N-[isobutyl]2-nitro-5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)aniline (0.352 g, 1.06 mmol), palladium(II)acetate (0.0099 g, 0.044 mmol), di-tert-butylphosphinoferrocene (0.058 g, 0.177 mmol), and potassium carbonate (0.45 g, 3.26 mmol) in dioxane (10 mL) to 100° C. for 20 hours. Cool to room temperature and concentrate under reduced pressure. Subject residue to silica gel chromatography, eluting with dichloromethane/ethyl acetate mixtures to provide 0.191 g (0.38 mmol) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863310B2
Source datasetuspto-grants-2011_01
ORD IDord-0f4b118e00c0413880119d2a0ebe518c
Source noteuspto-grants-2011_01