Dimethylformamide → tert-Butyl [methyl(6-cyano-2-pyrazinyl)amino]acetate

HRID 499557

Reaktionsgleichung

Reaktionsgleichung von HRID 499557
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]#[N:9])[N:3]=1.Cl.[C:11]([O:15][C:16](=[O:20])[CH2:17][NH:18][CH3:19])([CH3:14])([CH3:13])[CH3:12].C(N(CC)CC)C.CN(C=O)C>O.C(OCC)(=O)C>[CH3:19][N:18]([CH2:17][C:16]([O:15][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:20])[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]#[N:9])[N:3]=1

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 813036-Chloropyrazine-2-carbonitrileHCID 11252350Sarcosine t-butyl ester hydrochloride

Produkt 1

HCID 70859746tert-Butyl [methyl(6-cyano-2-pyrazinyl)amino]acetateAusbeute 27 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-Chloro-6-cyanopyrazine (2.09 g, 15.0 mmol), sarcosine tert-butyl ester hydrochloride salt (2.72 g, 15.0 mmol) and triethylamine (2.38 ml, 17.0 mmol) were added to DMF (30 ml), and the mixture was stirred at room temperature for 18 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated to give the titled compound (1.00 g, 27%) as pale yellow crystals.

Aufarbeitung

  1. washThe organic layer was washed with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-19e99a7d51ce44e6adc06719f872c43a
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767665B2

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