2-(4-dimethylamino-4-phenylcyclohexylidene)-1-[3-(1H-indol-3-yl)piperidine-1-yl]-ethanone → 2-(4-dimethylamino-4-phenylcyclohexyl)-1-[3-(1H-indol-3-yl)piperidine-1-yl]-ethanone

HRID 2357489ノート

反応式

HRID 2357489 の反応式
[CH3:1][N:2]([CH3:33])[C:3]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH:14]([C:18]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[NH:20][CH:19]=3)[CH2:13]2)=[O:11])[CH2:5][CH2:4]1>[Pd].CO>[CH3:33][N:2]([CH3:1])[C:3]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:8][CH2:7][CH:6]([CH2:9][C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH:14]([C:18]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[NH:20][CH:19]=3)[CH2:13]2)=[O:11])[CH2:5][CH2:4]1

参加物

4

反応物 1

HCID 99567182-(4-dimethylamino-4-phenylcyclohexylidene)-1-[3-(1H-indol-3-yl)piperidine-1-yl]-ethanone

生成物 1

HCID 99825912-(4-dimethylamino-4-phenylcyclohexyl)-1-[3-(1H-indol-3-yl)piperidine-1-yl]-ethanone収率 30%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Palladium on carbon (5%, 60 mg) was added to a solution of 2-(4-dimethylamino-4-phenylcyclohexylidene)-1-[3-(1H-indol-3-yl)piperidine-1-yl]-ethanone (220 mg, 0.498 mmole) in abs. methanol (30 ml). The reaction mixture was hydrogenated for 24 hours at RT under a pressure of 3 bar. The catalyst was separated using Celite and the filtrate was concentrated by evaporation. After chromatographic separation of the residue (210 mg) on silica gel (20 g) with EE/methanol (2:1), 2-(4-dimethylamino-4-phenylcyclohexyl)-1-[3-(1H-indol-3-yl)piperidine-1-yl]-ethanone was isolated as a colourless oil in a yield of 30% (66 mg). The compound was obtained as a diastereoisomer mixture.

後処理

  1. customThe catalyst was separated
  2. concentrationthe filtrate was concentrated by evaporation
  3. customAfter chromatographic separation of the residue (210 mg) on silica gel (20 g) with EE/methanol (2:1)

出典と根拠

ORDレコード
ord-9cb181c25fcf4aa192e0fdc5ccdafda9
出典データセット
uspto-grants-2010_07
特許番号
US07759385B2

反応ノート

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