Acrylonitrile → HCID 67547139、化合物

HRID 2356748ノート

反応式

HRID 2356748 の反応式
[F:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][CH2:9][C:10]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[O:11])=[O:7])=[CH:4][CH:3]=1.[H-].[Na+].[C:22](#[N:25])[CH:23]=[CH2:24].[Cl-].[NH4+]>CN(C)C=O>[C:22]([CH2:23][CH2:24][CH:9]([NH:8][C:6](=[O:7])[C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:19][CH:18]=1)[C:10]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[O:11])#[N:25]

参加物

6

反応物 4

HCID 7855AcrylonitrileHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 59385070HCID 59385070、化合物

生成物 1

HCID 67547139HCID 67547139、化合物収率 83%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

To a solution of 3-[2-(4-fluorobenzoyl)aminoacetyl]-pyridine (500 mg) in N,N-dimethylformamide (10 ml) were added sodium hydride (81.3 mg, 60% mineral oil) and acrylonitrile (113 mg) under dry ice-acetone cooling, and the mixture was stirred at the same temperature under argon atmosphere for 10 minutes. The mixture was warmed slowly to 0° C. and stirred at the same temperature for 30 minutes. To the reaction mixture was added a saturated aqueous ammonium chloride solution and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to obtain a crude product of 4-cyano-2-(4-fluorobenzoylamino)-1-(3-pyridyl)-1-butanone (500 mg).

後処理

  1. stirringstirred at the same temperature for 30 minutes
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-ae5e74c4cfb1428aa3ce7f5470a16abd
出典データセット
uspto-grants-2010_07
特許番号
US07759373B2

反応ノート

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