7-nitro-1H-indole-3-carbaldehyde → tert-butyl (Z)-4-({6-hydroxy-2-[(7-nitro-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate

HRID 1749755ノート

反応式

HRID 1749755 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[C:3]=1[CH2:12][N:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1.[N+:26]([C:29]1[CH:30]=[CH:31][CH:32]=[C:33]2[C:37]=1[NH:36][CH:35]=[C:34]2[CH:38]=O)([O-:28])=[O:27]>CO.N1CCCCC1>[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])/[C:7](=[CH:38]/[C:34]3[C:33]4[C:37](=[C:29]([N+:26]([O-:28])=[O:27])[CH:30]=[CH:31][CH:32]=4)[NH:36][CH:35]=3)/[O:8][C:4]=2[C:3]=1[CH2:12][N:13]1[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:17][CH2:18]1

参加物

5

反応条件

温度
50 °C

実験手順

A solution of tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.077 g, 0.022 mmol) in methanol (2.0 mL) was added with 7-nitro-1H-indole-3-carboxaldehyde (0.038 g, 0.020 mmol). Then, the mixture was added with 5 drops of piperidine, and the mixture was stirred at 50° C. for 2 hours. The reaction mixture was cooled to room temperature, and then the solid was collected by filtration, and washed with methanol to obtain tert-butyl (Z)-4-({6-hydroxy-2-[(7-nitro-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.054 g, 50%).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe solid was collected by filtration
  3. washwashed with methanol

出典と根拠

ORDレコード
ord-91cfd5e989d344ff888ea01b8abd934a
出典データセット
uspto-grants-2015_10
特許番号
US09156827B2

反応ノート

読み込み中…