Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 4-Bromo-2-nitroaniline | HCID 70132 | — |
| Reactant | 4-Butylphenylboronic acid | HCID 4100860 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59518016 | HCID 59518016 | — |
Reaction Steps
A Smith Process Vial charged with 4-bromo-2-nitroaniline (205 mg, 0.945 mmol), 4-butyl phenyl boronic acid (336 mg, 1.89 mmol), cesium fluoride (430 mg, 2.83 mmol), bis(tri-t-butyl-phosphine)-palladium (24.1 mg, 0.0472 mmol), and dioxane (2 ml) is purged with Argon (g) for 5 minutes and then heated in a microwave to 120° C. for 15 minutes. The crude reaction is filtered through Celite using EtOAc as eluent. The filtrate is concentrated in vacuo and the crude product is purified with silica gel flash column chromatography (0-100% ethyl acetate in hexanes gradient) to afford 4′-butyl-3-nitro-biphenyl-4-ylamine: ESMS m/z 271.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07816542B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-176b8bbd9c3442dab95f46e75af4e7d9 |
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| Source note | uspto-grants-2010_10 |
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