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

HRID 1529467노트

반응식

HRID 1529467 반응식
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]

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c5268cb21f484caf8e749e4dd532693a
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090625B2

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