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 66797578 | HCID 66797578 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66797422 | HCID 66797422 | — |
Reaction Steps
(6-Bromo-quinoxalin-2-yl)-[(R)-1-(3-methoxy-phenyl)-ethyl]-amine (0.3 g, 0.83 mmol), N-Boc-4-pyrazole boronic acid pinacol ester (0.27 g, 0.92 mmol), caesium carbonate (1.08 g, 3.34 mmol) and potassium iodide (0.014 g, 0.083) were dissolved in 1,4-dioxane (15 mL). The reaction mixture 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)) (0.021 g, 0.041 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), washed with water (15 mL×2) and brine (15 mL) and was then dried over Na2SO4. The organic volatiles were evaporated in vacuo to afford crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08716473B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-0d2c75215d2846689bf5a96ef0461756 |
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| Source note | uspto-grants-2014_05 |
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