HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-Benzyl-2-methyl-4-(3-(N-[isobutyl]-N-[cyano]amino)-4-nitrophenyl)-5-(2,4-difluorophenyl)-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-benzyl-2-methyl bromo-5-(2,4-difluorophenyl)-1H-imidazole | HCID 17981672 | — |
| Reactant | N-[cyano]N-[isobutyl]2-nitro-5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)aniline | HCID 86623267 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | HCID 178454863 | HCID 178454863 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Benzyl-2-methyl-4-(3-(N-[isobutyl]-N-[cyano]amino)-4-nitrophenyl)-5-(2,4-difluorophenyl)-1H-imidazole | HCID 86623266 | 42.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863310B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-0f4b118e00c0413880119d2a0ebe518c |
| Source note | uspto-grants-2011_01 |