HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → 5-Bromo-6-[2-tri(propan-2-yl)silylethynyl]pyridin-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | (Triisopropylsilyl)acetylene | HCID 2734682 | — |
| Edukt | 5,6-Dibromopyridin-2-amine | HCID 13692781 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 5-Bromo-6-[2-tri(propan-2-yl)silylethynyl]pyridin-2-amine | HCID 86694366 | — |
Reaktionsschritte
A mixture of 5,6-dibromopyridin-2-amine (60 g, 233 mmol), ethynyl-tri(propan-2-yl)silane (64 ml, 285 mmol), copper(I) iodide (1.5 g, 7.88 mmol), Dichlorobis(triphenylphosphine)-palladium(II) (4.0 g, 5.48 mmol) and triethylamine (80 ml, 577 mmol) is stirred under argon atmosphere in ACN (200 ml) with THF (100 ml) for 2 h at 50° C. The mixture is concentrated in vacuo and the product purified by NP chromatography. Yield: 76 g (92%). HPLC-MS: M+H=353/355; tR=1.79 min (*Method—1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08859541B2 |
| Quelldatensatz | uspto-grants-2014_10 |
| ORD ID | ord-03725f62953a43cb9ebe0a17b9fc9316 |
| Quellennotiz | uspto-grants-2014_10 |