Dimethylformamide dimethyl acetal → HCID 67404651、化合物

HRID 910248ノート

反応式

HRID 910248 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 67404651HCID 67404651、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3e0c21cf91ca4c4f982c4473d1c8fe1c
出典データセット
uspto-grants-2011_09
特許番号
US08022075B2

反応ノート

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