Sodium Methoxide → 5-Methoxypyrazin-2-amine

HRID 510472Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 510472
Cl[C:2]1[N:3]=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.[CH3:9][O-:10].[Na+]>CO>[CH3:9][O:10][C:2]1[N:3]=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1

Komponenten

4

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To a solution of 5-chloropyrazin-2-amine (0.2 g, 1.54 mmol) in MeOH (3 mL) was added Cu powder (0.13 g, 2.07 mmol), followed by a solution of sodium methoxide in MeOH (0.38 mL, 1.75 mmol). The reaction mixture was stirred at 150° C. in a sealed tube for 24 h. The reaction mixture was then filtered through Celite, and the filtrate was concentrated in vacuo. The crude product obtained was purified by column chromatography (silica: 100-200 mesh, MeOH:DCM 2-3%) to afford the title compound (0.13 g, 67%). LCMS (ES+) 126 (M+H)+, RT 1.06 minutes (method 1).

Aufarbeitung

  1. filtrationThe reaction mixture was then filtered through Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe crude product obtained
  4. customwas purified by column chromatography (silica: 100-200 mesh, MeOH:DCM 2-3%)

Quellen und Nachweise

ORD-Eintrag
ord-c152f26eb31a4bbea52973eb03b99b8e
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096614B2

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