HCID 18473954、化合物 → 2-(Dimethylamino)-5-[1-(4-hydroxy-1H-indol-3-yl)ethyl]-4(5H)-oxazolone

HRID 2227525ノート

反応式

HRID 2227525 の反応式
C([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[C:11]([CH:18]([CH:20]1[O:24][C:23]([N:25]([CH3:27])[CH3:26])=[N:22][C:21]1=[O:28])[CH3:19])=[CH:12][NH:13]2)C1C=CC=CC=1>C(O)C.O1CCCC1.[C].[Pd]>[CH3:27][N:25]([CH3:26])[C:23]1[O:24][CH:20]([CH:18]([C:11]2[C:10]3[C:14](=[CH:15][CH:16]=[CH:17][C:9]=3[OH:8])[NH:13][CH:12]=2)[CH3:19])[C:21](=[O:28])[N:22]=1

参加物

5

反応物 1

HCID 18473954HCID 18473954、化合物

生成物 1

HCID 184739322-(Dimethylamino)-5-[1-(4-hydroxy-1H-indol-3-yl)ethyl]-4(5H)-oxazolone収率 61.3%

試薬・触媒・溶媒 3

HCID 178418390HCID 178418390、化合物触媒HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

5-[1-(4-benzyloxyindol-3-yl)ethyl]-2-dimethylamino-2-oxazolin-4-one (268 mg) was dissolved in a mixture of ethanol and tetrahydrofuran (7:3.10 ml). 10% palladium-carbon (80 mg) was added and the whole was hydrogenated for 5 hours at room temperature under normal pressure. The catalyst was removed from the mixture and 10% palladium-carbon (80 mg) was added again. The whole was hydrogenated for additional 24 hours at room temperature under normal pressure. The reaction mixture was filtered to remove the catalyst. The filtrate was concentrated to give 2-dimethylamino-5-[1-(4-hydroxyindol-3-yl)ethyl]-2-oxazolin-4-one (125 mg).

後処理

  1. customThe catalyst was removed from the mixture and 10% palladium-carbon (80 mg)
  2. additionwas added again
  3. waitThe whole was hydrogenated for additional 24 hours at room temperature under normal pressure
  4. filtrationThe reaction mixture was filtered
  5. customto remove the catalyst
  6. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-7695602f633c4f3ebd5f9baddeae1fd7
出典データセット
uspto-grants-2002_07
特許番号
US06414003B1

反応ノート

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