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 66797314 | HCID 66797314 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66797545 | HCID 66797545 | — |
Reaction Steps
A mixture of benzyl-(6-chloro-quinoxalin-2-yl)-amine (0.250 g, 0.92 mmol, 1 eq), N-Boc-4-pyrazole boronic acid pinacol ester (0.328 g, 1.1 mmol, 1.2 eq), caesium carbonate (1.2 g, 3.71 mmol, 4.03 eq), potassium iodide (0.015 g, 0.09 mmol, 0.1 eq) in 1,4-dioxane (12 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)) (0.023 g, 0.046 mmol) was added at RT. The reaction mixture was heated to 100° C. by microwave irradiation for 180 min. The organic mixture was diluted with ethyl acetate (150) and washed with water (20 mL×2) and brine (20 mL). The organic solvent was evaporated under vacuum to give 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-81e27babcb044450b4a1c7d2126b153f |
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| Source note | uspto-grants-2014_05 |
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