HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Methoxyethanol → 3-(2-Methoxyethoxy)-5-bromopyrazin-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Methoxyethanol | HCID 8019 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Amino-3,5-dibromopyrazine | HCID 620004 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(2-Methoxyethoxy)-5-bromopyrazin-2-amine | HCID 59252072 | — |
Reaktionsbedingungen
| Temperatur | 0 °C |
|---|
Reaktionsschritte
A flame-dried round bottom flask was charged with a suspension of 95% NaH (1.3 eq) in anhydrous THF (0.2 M). The stirring mixture was cooled to 0° C. in an ice-water bath and 2-methoxyethanol (1.2 eq) was added drop wise via syringe. After 30 min 3,5-dibromopyrazin-2-amine (1 eq) was added, the reaction was warmed to rt and stirred for 3 h. The crude mixture was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic phases were washed once each with H2O and brine, then dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give 5-bromo-3-(2-methoxyethoxy)pyrazin-2-amine. LC/MS (m/z): 250.0 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822497B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-852db8fd222a419190042c82bd509934 |
| Quellennotiz | uspto-grants-2014_09 |