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 66797272 | HCID 66797272 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66797397 | HCID 66797397 | — |
Reaction Steps
N-benzyl-6-chloro-N-methylquinoxalin-2-amine (0.250 g, 0.88 mmol), N-Boc-4-pyrazole boronic acid pinacol ester (0.310 g, 1.05 mmol), caesium carbonate (1.14 g, 3.52 mmol), potassium iodide (0.014 g, 0.088 mmol) were added to 1,4-dioxane (12 mL) at RT. The mixture was degassed under vacuum and was placed under an atmosphere of nitrogen (the process was repeated twice). Fu's catalyst (Bis(tri-tert-butylphosphine) palladium(0)) (0.022 g, 0.04 mmol) was added at RT. The reaction mixture was heated at 100° C. by irradiation for 180 min in a microwave reactor. The organic mixture was diluted with ethyl acetate (150 mL) and washed with water (20 mL×3) followed by brine (20 mL). The organic solvent was distilled under vacuum to afford crude compound.
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-d246231dd1d14cbbbd89667b1e2bc413 |
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| Source note | uspto-grants-2014_05 |
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