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

HRID 59798

Reaktionsgleichung

Reaktionsgleichung von HRID 59798
[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-37341f31c3054b56b8b8bd7b6fad65fe
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440956B2

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