Potassium tert-butoxide → 2-Chloro-5H-pyrrolo[2,3-B]pyrazine

HRID 1713003

Reaktionsgleichung

Reaktionsgleichung von HRID 1713003
CC(C)([O-])C.[K+].[Cl:7][C:8]1[N:9]=[C:10]([C:15]#[C:16][Si](CC)(CC)CC)[C:11]([NH2:14])=[N:12][CH:13]=1>CN1CCCC1=O.[Cl-].[Na+].O>[Cl:7][C:8]1[N:9]=[C:10]2[CH:15]=[CH:16][NH:14][C:11]2=[N:12][CH:13]=1

Komponenten

5

Edukt 2

HCID 23665647Potassium tert-butoxideHCID 594635225-Chloro-3-(triethyl-silanylethynyl)-pyrazin-2-ylamine

Produkt 1

HCID 457896382-Chloro-5H-pyrrolo[2,3-B]pyrazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel2×HCID 57417360Sodium chloride; waterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of potassium tert-butoxide (1 g, 4.5 mM) in N-methylpyrrolidone (3 ml) was heated to 80° C. under nitrogen. A solution of 5-chloro-3-(triethyl-silanylethynyl)-pyrazin-2-ylamine (3) (1.2 g, 4.5 mmol) in N-methylpyrrolidone (10 ml) was added dropwise. The reaction mixture was stirred at 80° C. for a further fifty minutes and then the reaction mixture was allowed to cool to room temperature. Brine (10 ml) was added to the reaction mixture and extracted with ethyl acetate (5×20 ml). The combined organics were washed with brine, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a solution in N-methylpyrrolidone. MS(ES+): 154

Aufarbeitung

  1. temperatureto cool to room temperature
  2. extractionextracted with ethyl acetate (5×20 ml)
  3. washThe combined organics were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ca22afe92f4843c3b7c86fc0434c43e7
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795259B2

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