Potassium Hydroxide → HCID 22611373、化合物

HRID 1738008ノート

反応式

HRID 1738008 の反応式
[OH-].[K+].[O:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8]([NH:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][CH:15]=[CH:14]2)=[O:9].[CH2:20]([N:22]1[CH2:27][CH2:26][C:25](=O)[CH2:24][CH2:23]1)C>CO>[O:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8]([NH:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][CH:15]=[C:14]2[C:25]1[CH2:26][CH2:27][N:22]([CH3:20])[CH2:23][CH:24]=1)=[O:9]

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 771591-Ethylpiperidin-4-oneHCID 22611244HCID 22611244、化合物

生成物 1

HCID 22611373HCID 22611373、化合物収率 48.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 0.868 gm (15.5 mMol) potassium hydroxide in 8 mL methanol were added 1.0 gm (4.42 mMol) 5-(2-furoyl)amino-1H-indole and 0.774 mL 1-ethyl-4-piperidone and the solution was stirred at reflux for 18 hours. The reaction mixture was cooled to ambient and then diluted with ice/water. The resultant precipitate was collected and dried under vacuum. This solid was purified by radial chromatography (2 mm silica), eluting with a gradient of dichloromethane containing 5-7.5% methanol and 0.5-1.0% ammonium hydroxide. The product was then crystallized from ethyl acetate to give 0.715 gm (48.3%) of the title compound as a bright yellow powder.

後処理

  1. temperatureat reflux for 18 hours
  2. temperatureThe reaction mixture was cooled to ambient and
  3. customThe resultant precipitate was collected
  4. customdried under vacuum
  5. customThis solid was purified by radial chromatography (2 mm silica)
  6. washeluting with a gradient of dichloromethane containing 5-7.5% methanol and 0.5-1.0% ammonium hydroxide
  7. customThe product was then crystallized from ethyl acetate

出典と根拠

ORDレコード
ord-3d1472a252534bf687278fd38c1aea74
出典データセット
uspto-grants-1999_10
特許番号
US05962473

反応ノート

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