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 66797624 | HCID 66797624 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66797158 | HCID 66797158 | — |
Reaction Steps
A mixture of (6-Bromo-quinoxalin-2-yl)-[(R)-1-(3-chloro-phenyl)-ethyl]-amine (0.38 g, 1.0 mmol), N-Boc-4-pyrazole boronic acid pinacol ester (0.37 g, 1.2 mmol), caesium carbonate (1.36 g, 4.1 mmol) and potassium iodide (0.017 g, 0.1) in 1,4-dioxane (20 mL) was degassed at RT under vacuum and placed under an atmosphere of nitrogen. The process was repeated twice and Fu's catalyst (Bis(tri-tert-butylphosphine)palladium(0)) (0.053 g, 0.1 mmol) was added at RT. The reaction mixture was heated at 110° C. in a microwave reactor for 180 minutes. The organic mixture was diluted with ethyl acetate (150 mL) and washed with water (20 mL×2) and brine (20 mL). The organic solvent was evaporated in vacuo to afford the crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08716473B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-621bdfd024464583a478b8220e0d4b5f |
|---|
| Source note | uspto-grants-2014_05 |
|---|