Hydrochloric Acid → 6-Acetyl-3-amino-pyrazine-2-carboxylic acid methyl ester

HRID 467627Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 467627
[CH3:1][O:2][C:3]([C:5]1[C:10]([NH:11]C(OC(C)(C)C)=O)=[N:9][CH:8]=[C:7]([C:19](=[O:21])[CH3:20])[N:6]=1)=[O:4].Cl>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][CH:8]=[C:7]([C:19](=[O:21])[CH3:20])[N:6]=1)=[O:4]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 700980376-Acetyl-3-tert-butoxycarbonylamino-pyrazine-2-carboxylic acid methyl ester

Produkt 1

HCID 700984236-Acetyl-3-amino-pyrazine-2-carboxylic acid methyl esterAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 6-acetyl-3-tert-butoxycarbonylamino-pyrazine-2-carboxylic acid methyl ester (500 mg, 1.69 mmol) at rt in dioxane (10 ml) under an argon atmosphere was added 4 M HCl solution in dioxane (4.23 ml, 16.9 mmol) in one portion. The reaction mixture was stirred overnight, then concentrated. The residue was triturated with Et2O, filtrated and dried. The solid was taken up in EtOAc (50 ml) and washed with saturated aqueous Na2CO3 solution (20 ml) and brine. The organic phase was dried over MgSO4, filtrated and concentrated to give the title compound (313 mg, 95%) as orange powder.

Aufarbeitung

  1. concentrationconcentrated
  2. customThe residue was triturated with Et2O
  3. filtrationfiltrated
  4. customdried
  5. washwashed with saturated aqueous Na2CO3 solution (20 ml) and brine
  6. dry with materialThe organic phase was dried over MgSO4
  7. filtrationfiltrated
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8e77add58169400b8350ef2ce5722fea
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08623866B2

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