Reaktion #1941571

Reaktionsgleichung

NaOH

8-cyclohexyl-3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine

→

8-cyclohexyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine

Ausbeute 19.2%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturat reflux for about 1 h
3. 3
   SonstigeThe organic solvent was removed under reduced pressure
4. 4
   Extraktionextracted with EtOAc (2×15 mL)
5. 5
   WaschenThe combined organic extracts were washed with brine (1×10 mL)
6. 6
   Trocknendried over anhydrous MgSO4
7. 7
   Einengenconcentrated in vacuo
8. 8
   Filtrationthe precipitate was collected by filtration
9. 9
   Sonstigedried

Vorschrift

Aqueous NaOH (2N, 0.3 mL) was added to 8-cyclohexyl-3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine (0.051 g, 0.13 mmol) in 1,4-dioxane (3 mL) and the mixture was heated at reflux for about 1 h. The organic solvent was removed under reduced pressure and the aqueous phase neutralized with aqueous 1 N HCl and extracted with EtOAc (2×15 mL). The combined organic extracts were washed with brine (1×10 mL), dried over anhydrous MgSO4, and concentrated in vacuo. The residue was suspended in MeCN (2 mL) and the precipitate was collected by filtration and dried to yield 8-cyclohexyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine as a tan solid (0.006 g, 19%): LC/MS (Table 2, Method a) Rt=2.12 min; MS m/z: 241 (M+H)+.

Quelle