3-(1-Acetyl-1,4-dihydro-4-pyridyl)-5-methoxyindole → 5-Methoxy-3-(piperidin-4-yl)-1H-indole

HRID 1252054ノート

反応式

HRID 1252054 の反応式
C([N:4]1[CH:9]=[CH:8][CH:7]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH3:20])[CH:17]=3)[NH:12][CH:11]=2)[CH:6]=[CH:5]1)(=O)C.C(N1CCC(C2C3C(=CC=C(OC)C=3)NC=2)CC1)(=O)C>C(O)C.O=[Pt]=O.[OH-].[Na+]>[CH3:20][O:19][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:10]2[CH:7]1[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]1

参加物

6

反応物 2

HCID 149317413-(1-Acetyl-1,4-dihydro-4-pyridyl)-5-methoxyindoleHCID 201409353-(1-Acetyl-4-piperidyl)-5-methoxyindole

生成物 1

HCID 432245-Methoxy-3-(piperidin-4-yl)-1H-indole収率 74.6%

試薬・触媒・溶媒 3

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒2 回HCID 14798Sodium Hydroxide溶媒

実験手順

3-(1-Acetyl-1,4-dihydro-4-pyridyl)-5-methoxyindole (3.0 g) was dissolved in hot ethanol (150 ml) and hydrogenation was carried out with Adams catalyst (0.25 g). The mixture was filtered and the filtrate was concentrated under reduced pressure to give a residue containing 3-(1-acetyl-4-piperidyl)-5-methoxyindole. This residue was diluted with 2N aqueous sodium hydroxide solution (22 ml) and ethanol (30 ml) and refluxed for 18 hours. Ethanol was then distilled off and the residue was cooled. The precipitate was collected by filtration and recrystallized from a mixture of ethanol and water to give 5-methoxy-3-(4piperidyl)indole (1.92 g).

後処理

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customto give a residue
  4. temperaturerefluxed for 18 hours
  5. distillationEthanol was then distilled off
  6. temperaturethe residue was cooled
  7. filtrationThe precipitate was collected by filtration
  8. customrecrystallized from a mixture of ethanol and water

出典と根拠

ORDレコード
ord-78cb878c446b42b484b0c8d4d514b6cc
出典データセット
uspto-grants-1988_05
特許番号
US04742057

反応ノート

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