Dimethylformamide dimethyl acetal → (E)-3-(dimethylamino)-1-(thieno[3,2-c]pyridin-2-yl)prop-2-en-1-one

HRID 1529467Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1529467
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[S:9]1[C:17]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[CH:11]=[C:10]1[C:18](=[O:20])[CH3:19]>CN(C=O)C.CCOC(C)=O.O>[CH3:6][N:4]([CH3:5])/[CH:3]=[CH:19]/[C:18]([C:10]1[S:9][C:17]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[CH:11]=1)=[O:20]

Komponenten

6

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 584330461-(Thieno[3,2-c]pyridin-2-yl)ethanone

Produkt 1

HCID 58433044(E)-3-(dimethylamino)-1-(thieno[3,2-c]pyridin-2-yl)prop-2-en-1-one

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

N,N-dimethylformamide-dimethylacetal (DMF-DMA) (9.5 ml) was added to a solution of 1-(thieno[3,2-c]pyridin-2-yl)ethanone (3.17 g) in 20 mL DMF. The reaction was heated to 70° C. overnight. The reaction was then cooled to room temperature. The DMF was removed on a rotary evaporator to obtain a dark brown orange solid. The residue was diluted with EtOAc and water. A large amount of yellow solid was evident. This was collected by filtration (3.54 g). This solid was dried in a 50° C. vacuum oven.

Aufarbeitung

  1. temperatureThe reaction was then cooled to room temperature
  2. customThe DMF was removed on a rotary evaporator
  3. customto obtain a dark brown orange solid
  4. filtrationThis was collected by filtration (3.54 g)
  5. customThis solid was dried in a 50° C. vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-c5268cb21f484caf8e749e4dd532693a
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09090625B2

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