HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → 1,1-Dimethylethyl [5-cyano-2-cyclopropyl-4-(trifluoromethyl)-1H-indol-1-yl]acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | tert-Butyl bromoacetate | HCID 79177 | — |
| Edukt | 2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile | HCID 67404472 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 1,1-Dimethylethyl [5-cyano-2-cyclopropyl-4-(trifluoromethyl)-1H-indol-1-yl]acetate | HCID 71108666 | 84,4% |
Reaktionsbedingungen
| Temperatur | 85 °C |
|---|
Reaktionsschritte
To a solution of 2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 165A) (1.0 g, 4.0 mmol) in dry acetonitrile (25 mL) was added cesium carbonate (2.6 g, 8.0 mmol) and t-butyl bromoacetate (768 uL, 5.2 mmol) at rt. The mixture was stirred at 85° C. overnight. The solid was filtered and the filtrate was then concentrated in vacuo. The residue was triturated with EtOAc-hexane to afford the title compound (1.23 g) in quantitative yield: MS (ES) m/z 365 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08673948B2 |
| Quelldatensatz | uspto-grants-2014_03 |
| ORD ID | ord-5b0950a84b024c7ebc3f5a8cd594b15c |
| Quellennotiz | uspto-grants-2014_03 |