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

HRID 418375

Reaktionsgleichung

Reaktionsgleichung von HRID 418375
[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-e043354511c849f7a5b1dce3b40ec559
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093275B2

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