Dimethylformamide dimethyl acetal → (E)-3-(dimethylamino)-1-(2-(methylthio)pyrimidin-4-yl)prop-2-en-1-one

HRID 1774185Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1774185
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[CH3:9][S:10][C:11]1[N:16]=[C:15]([C:17](=[O:19])[CH3:18])[CH:14]=[CH:13][N:12]=1>>[CH3:6][N:4]([CH3:5])/[CH:3]=[CH:18]/[C:17]([C:15]1[CH:14]=[CH:13][N:12]=[C:11]([S:10][CH3:9])[N:16]=1)=[O:19]

Komponenten

3

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 116583481-[2-(Methylsulfanyl)pyrimidin-4-yl]ethan-1-one

Produkt 1

HCID 21948442(E)-3-(dimethylamino)-1-(2-(methylthio)pyrimidin-4-yl)prop-2-en-1-oneAusbeute 69,4 %

Versuchsvorschrift

1,1-Dimethoxy-N,N-dimethylmethanamine (9.87 mL, 74.3 mmol) was added to 1-(2-(methylthio)pyrimidin-4-yl)ethanone (0.50 g, 2.97 mmol). The mixture was heated at reflux overnight. The reaction mixture was concentrated to half volume and treated with Et2O. The resulting solid was collected by vacuum filtration to yield the desired (E)-3-(dimethylamino)-1-(2-(methylthio)pyrimidin-4-yl)prop-2-en-1-one (0.46 g, 2.06 mmol, 69.3% yield).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight
  3. concentrationThe reaction mixture was concentrated to half volume
  4. additiontreated with Et2O
  5. filtrationThe resulting solid was collected by vacuum filtration

Quellen und Nachweise

ORD-Eintrag
ord-5b9610427f88427b81422f03926d2459
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09259470B2

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