Ammonium Hydroxide → 3-(1-methylindol-3-yl)4-[3-(2-morpholin-4-ylethyloxy)phenyl]-1H-pyrrole-2,5-dione

HRID 1017564ノート

反応式

HRID 1017564 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[C:12](=[O:32])[O:13][C:14](=O)[C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][CH2:24][N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)[CH:17]=2)=[CH:3]1.[OH-].[NH4+:34]>CN(C=O)C.O.CO.C(Cl)Cl>[NH4+:2].[OH-:13].[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[C:12](=[O:32])[NH:34][C:14](=[O:13])[C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][CH2:24][N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)[CH:17]=2)=[CH:3]1

参加物

8

反応物 2

HCID 14923Ammonium HydroxideHCID 120181343-(1-Methylindol-3-yl)-4-[3-(2-morpholin-4-ylethyloxy)phenyl]furan-2,5-dione

生成物 2

HCID 14923Ammonium Hydroxide収率 10%HCID 120181353-(1-methylindol-3-yl)4-[3-(2-morpholin-4-ylethyloxy)phenyl]-1H-pyrrole-2,5-dione収率 99%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
140 °C

実験手順

3-(1-Methylindol-3-yl)-4-[3-(2-morpholin-4-ylethyloxy)phenyl]furan-2,5-dione was then dissolved in DMF (5 mL) and ammonium hydroxide (10 mL) was added. The resulting mixture was heated at 140° C. for 4 h, then cooled to room temperature, and diluted with water. The product was extracted into EtOAc. The EtOAc layer was washed with NaCl (sat.) and dried over sodium sulfate. Purificaiton on a silica gel column with 5% (10% NH4OH in MeOH) in CH2Cl2 gave 3-(1-methylindol-3-yl)4-[3-(2-morpholin-4-ylethyloxy)phenyl]-1H-pyrrole-2,5-dione (0.21 g, >99% yield).

後処理

  1. temperaturecooled to room temperature
  2. extractionThe product was extracted into EtOAc
  3. washThe EtOAc layer was washed with NaCl (sat.)
  4. dry with materialdried over sodium sulfate

出典と根拠

ORDレコード
ord-dfe650e420f54202a398323a2b199f5d
出典データセット
uspto-grants-2002_11
特許番号
US06479490B2

反応ノート

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