Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate | HCID 16217654 | — |
| Reactant | HCID 66797584 | HCID 66797584 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 49821034 | HCID 49821034 | — |
Reaction Steps
(6-Bromo-quinoxalin-2-yl)-(4-fluoro-benzyl)-methyl-amine (0.4 g, 1.1 mmol), 1-Boc-4-pyrazole boronic acid pinacol ester (0.4 g, 1.3 mmol), caesium carbonate (1.5 g, 4.6 mmol) and potassium iodide (0.018 g, 0.1 mmol) were dissolved in 1,4-dioxane (20 mL) at room temperature. The reaction mixture was degassed at RT under vacuum and placed under an atmosphere of nitrogen. The process was repeated twice and slowly Bis(tri-tert-butylphosphine)palladium(0) (0.059 g 0.1 mmol) was added at room temperature. The reaction mixture was heated by microwave irradiation at 110° C. for 180 min. After completion of the reaction, the reaction mixture was diluted with ethyl acetate (150 mL) and washed with water (3×20 mL) and brine (20 mL). The organic volatiles were removed under vacuum to give a residual solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08716473B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-778ca748cc19423b945a833afa8ee096 |
|---|
| Source note | uspto-grants-2014_05 |
|---|