Dimethylformamide dimethyl acetal → HCID 67404651, Verbindung

HRID 910248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 910248
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[N:9]1[C:10]([C:18]2[CH:23]=[CH:22][C:21]([C:24](=[O:26])[CH3:25])=[CH:20][CH:19]=2)=[CH:11][N:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=12>CN(C)C=O>[CH3:6][N:4]([CH3:5])/[CH:3]=[CH:25]/[C:24]([C:21]1[CH:22]=[CH:23][C:18]([C:10]2[N:9]=[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][N:12]3[CH:11]=2)=[CH:19][CH:20]=1)=[O:26]

Komponenten

4

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 215155611-[4-(Imidazo[1,2-a]pyridin-2-yl)phenyl]ethan-1-one

Produkt 1

HCID 67404651HCID 67404651, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Subsequently, N,N-dimethylformamide dimethyl acetal (3.0 mL) was added to a solution of 1-(4-imidazo[1,2-a]pyridin-2-ylphenyl)-1-ethanone (2.13 g) in N,N-dimethylformamide (50 mL), followed by heating at 120° C. for 8 hours. The reaction mixture was cooled to room temperature, and the precipitated solid was recovered through filtration, followed by washing with ethanol. The filtrate was concentrated under reduced pressure. The thus-obtained solid and the residue were subjected to flash chromatography. Fractions eluted by dichloromethane-methanol (30:1) were concentrated under reduced pressure, and the solid was recovered through filtration by use of ethyl acetate. Through the above procedure, (E)-3-dimethylamino-1-(4-imidazo[1,2-a]pyridin-2-ylphenyl)-2-propen-1-one (2.38 g) was yielded.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe precipitated solid was recovered through filtration
  3. washby washing with ethanol
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. washFractions eluted by dichloromethane-methanol (30:1)
  6. concentrationwere concentrated under reduced pressure
  7. filtrationthe solid was recovered through filtration by use of ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-3e0c21cf91ca4c4f982c4473d1c8fe1c
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08022075B2

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