Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 4-(Methylcarbamoyl)benzeneboronic acid | HCID 2773526 | — |
| Reactant | HCID 86647792 | HCID 86647792 | — |
| Catalyst | Bis(tri-tert-butylphosphine)palladium(0) | HCID 2734558 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68513860 | HCID 68513860 | — |
Reaction Steps
To a mixture of crude 2-isopropyl-5-methyl-4-nitrophenyl trifluoromethanesulfonate (Step 2, 200 mg, 0.61 mmol), 4-(methylcarbamoyl)phenylboronic acid (142 mg, 0.79 mmol) and cesium fluoride (185 mg, 1.22 mmol) in dioxane (15 mL), is added palladium bis(tri-tert-butylphospine) (15 mg, 10% mmol) in a microwave tube. The tube is sealed. The mixture is purged with N2 for 3 min, and then heated at 120° C. for 10 min under microwave irradiation. The mixture is cooled, filtered and concentrated. The residue is purified with silica gel chromatography (60% ethyl acetate in hexanes) to afford white solid as 2′-isopropyl-N,5′-dimethyl-4′-nitrobiphenyl-4-carboxamide. ESMS m/z 313.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08440681B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-d8314e79eaa8471f9febbd2159960b62 |
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| Source note | uspto-grants-2013_05 |
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