HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → (E)-N-(3-Cyano-6-fluoro-5-hydroxy-2-methyl[1,1'-biphenyl]-4-yl)-3-phenyl-2-propenamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | 3-Phenylprop-2-enoyl chloride | HCID 66023 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 4-Amino-3-cyano-6-fluoro-5-hydroxy-2-methylbiphenyl | HCID 86097446 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (E)-N-(3-Cyano-6-fluoro-5-hydroxy-2-methyl[1,1'-biphenyl]-4-yl)-3-phenyl-2-propenamide | HCID 86630839 | — |
Reaktionsschritte
Under nitrogen atmosphere, cinnamoyl chloride (378 mg, 2.27 mmol) was dropwise added to a tetrahydrofuran solution (10 ml) of 2-amino-5-phenyl-4-fluoro-3-hydroxy-6-methylbenzonitrile (I-41) (500 mg, 2.06 mmol) and sodium hydrogencarbonate (399 mg, 4.75 mmol) cooled with ice, followed by stirring at room temperature for 17 hours and stirring at 60° C. for 1 hour. After cooling, ethyl acetate was added to the reaction liquid, followed by washing with water and saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07737166B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-b6f53dcdba73465fa9aca3432bd28b74 |
| Quellennotiz | uspto-grants-2010_06 |