HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 5-(Benzoxazol-2-yl)-2-(2-phenylethynyl)-1-(tetrahydropyran-4-yl)benzimidazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Phenylpropynal | HCID 75740 | — |
| Edukt | Potassium hydroxy sulfite | HCID 23707502 | — |
| Edukt | 5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline | HCID 67498806 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5-(Benzoxazol-2-yl)-2-(2-phenylethynyl)-1-(tetrahydropyran-4-yl)benzimidazole | HCID 67498111 | 49% |
Reaktionsschritte
To a solution of 5-(benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline (see Working Example 20-2) (38.0 mg, 0.119 mmol) in dimethylformamide (2 mL) was added phenylpropargylaldehyde (ca. 90%, 22.6 μL, 0.360 mmol) and oxone (73.2 mg, 0.119 mmol), and this was stirred at room temperature for 3 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (20.0 mg, 49% yield) as pale yellow crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08829035B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-a14adcba51f9401dbf1a8df79e19e20e |
| Quellennotiz | uspto-grants-2014_09 |