HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Butyronitrile → (alphaS,betaR)-beta-{[1-(3-Pyridyl)-1H-indazole-5-yl]oxy}-alpha-methylbenzeneethanamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Butyronitrile | HCID 8008 | — |
| Edukt | Phenylpropanolamine | HCID 10297 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 5-iodo-1-pyridin-3-yl-1H-indazole | HCID 59786571 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Produkt | (alphaS,betaR)-beta-{[1-(3-Pyridyl)-1H-indazole-5-yl]oxy}-alpha-methylbenzeneethanamine | HCID 66812930 | 27% |
Reaktionsschritte
(1R,2S)-Norephedrine (500 mg, 3.31 mmol), 5-iodo-1-(3-pyridyl)-1H-indazole (1.08 g, 33.37 mmol), cesiumcarbonate (2.15 g, 6.61 mmol), copper (I)-iodide (314.9 mg, 1.65 mmol) and butyronitrile (2 mL) are stirred in a glass pressure tube at 120° C. for 20 h. The reaction mixture is filtered via a glass microfibre filter, the solvent evaporated and the residue purified by chromatography (silicagel, eluents: dichloromethane/methanol). 307.8 mg (27%) of the title compound are obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07728030B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-f0b9853f3efa4013b552f76ed7d1b0c9 |
| Quellennotiz | uspto-grants-2010_06 |