Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium fluoride | HCID 25953 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | 4-Amino-2-chlorobenzonitrile | HCID 88728 | — |
| Katalysator | HCID 178479803 | HCID 178479803 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Produkt | 5-Aminobiphenyl-2-carbonitrile | HCID 44158282 | 96% |
Reaktionsschritte
Commercially available 3-chloro-4-cyanoaniline (305 mg, 2.0 mmol) was dissolved in NMP (8 mL), and CsF (608 mg, 4.0 mmol), phenyl boronic acid (268 mg, 2.2 mmol) and dichlorobis(tricyclohexylphosphino)palladium (73 mg, 0.1 mmol) were added. The reaction was then heated to 100° C. for 16 h. After cooling to rt, the reaction mixture was taken up in EtOAc, washed with water (2×), dried (Na2SO4), concentrated under reduced pressure, and purified by silica gel flash chromatography eluting with EtOAc/hexanes (1:1) to give compound 47A (371 mg, 96%) as a yellow solid. LC/MS m/z 195 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07772267B2 |
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| Quelldatensatz | uspto-grants-2010_08 |
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| ORD ID | ord-b4b89d34f5d54eef85433dec6ae4d613 |
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| Quellennotiz | uspto-grants-2010_08 |
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