Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzene, 1-iodo-4-(trifluoromethyl)- | HCID 67993 | — |
| Reactant | 1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 4912908 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 72198667 | HCID 72198667 | 110.4% |
Reaction Steps
Under a nitrogen atmosphere, a mixture of 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (4.00 g), 4-iodobenzotrifluoride (4.03 g), bis(triphenylphosphine)palladium(II) dichloride (312 mg), potassium carbonate (2.65 g), ethanol (10 mL) and dimethylformamide (20 mL) was stirred at 75° C. for 2 hours. Thereafter, the reaction solution was diluted with ethyl acetate, and was then washed with water. The organic layer was dried over anhydrous magnesium sulfate, and was then concentrated under a reduced pressure. The residue was purified by column chromatography (silica gel 60N, hexane:ethyl acetate=4:1 to 3:1), so as to obtain the title compound (3.70 g) in the form of a brownish-red solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642626B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-c46068df174a432ab0eb51e999a7ef4c |
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| Source note | uspto-grants-2014_02 |
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