Acetylpyrazine → 1-(Pyrazin-2-yl)ethanamine

HRID 340608

Reaktionsgleichung

Reaktionsgleichung von HRID 340608
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7](=O)[CH3:8].C([O-])(=O)C.[NH4+:14]>CO.C([BH3-])#N.[Na+]>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[CH:7]([NH2:14])[CH3:8]

Komponenten

5

Edukt 2

HCID 30914AcetylpyrazineHCID 517165Ammonium Acetate

Produkt 1

HCID 185190061-(Pyrazin-2-yl)ethanamineAusbeute 749 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5003444Sodium cyanoborohydrideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dicholromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

Aufarbeitung

  1. customAfter removal of methanol, water (20 mL)
  2. additionwas added to the residue
  3. additionthe resulting solution was basified by addition of sodium hydroxide to pH=13
  4. extractionThe aqueous solution was extracted with dicholromethane
  5. dry with materialthe combined organic phase was dried over sodium sulfate
  6. customRemoval of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-caf1d68530084593800c2820b9576c23
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895589B2

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