Indole → 1-[2-furyl(1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one

HRID 1924212ノート

反応式

HRID 1924212 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[CH2:10]([CH:13]1[CH2:17][NH:16][C:15](=[O:18])[CH2:14]1)[CH2:11][CH3:12].[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[CH:24]=O.C(N(CC)C(=O)OCN1CC(CCC)CC1=O)C>C(#N)C>[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[CH:24]([C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1)[N:16]1[CH2:17][CH:13]([CH2:10][CH2:11][CH3:12])[CH2:14][C:15]1=[O:18]

参加物

6

反応物 4

HCID 798IndoleHCID 7362FurfuralHCID 11448237(2-Oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamateHCID 141781004-Propylpyrrolidin-2-one

生成物 1

HCID 536291201-[2-furyl(1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of indole x4 (117 mg, 1 eq, 1 mmol), 4-propylpyrrolidin-2-one x1 (127 mg, 1 eq, 1 mmol), 2-furaldehyde x5 (0.33 ml, 4 eq, 4 mmol) and (2-oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate x6 (25 mg, 0.1 eq, 0.1 mmol) in acetonitrile (3 ml) is heated 30 minutes in a microwave apparatus (Biotage, 150 W, 130° C.). After cooling to room temperature, the solvent is removed under reduced pressure, and the crude mixture is purified by preparative chromatography on silicagel (CH2Cl2) leading to 1-[2-furyl(1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one 153 as a brown solid.

後処理

  1. customthe solvent is removed under reduced pressure
  2. customthe crude mixture is purified by preparative chromatography on silicagel (CH2Cl2)

出典と根拠

ORDレコード
ord-9a18672ed940485a8aa2cca2891c40be
出典データセット
uspto-grants-2012_05
特許番号
US08178533B2

反応ノート

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