Water → 5-(2,6-Diethyl-Phenyl)-1-(2,5-Dimethyl-Benzyl)-1H-Pyrrolo[2,3-C]Pyridine

HRID 472025ノート

反応式

HRID 472025 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[CH:12]=[C:13]2[CH:19]=[CH:18][NH:17][C:14]2=[CH:15][N:16]=1)[CH3:2].[H-].[Na+].Cl[CH2:23][C:24]1[CH:29]=[C:28]([CH:30](C)C)[CH:27]=[CH:26][C:25]=1[CH3:33].O>CN(C=O)C.CCOC(C)=O>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[CH:12]=[C:13]2[CH:19]=[CH:18][N:17]([CH2:23][C:24]3[CH:29]=[C:28]([CH3:30])[CH:27]=[CH:26][C:25]=3[CH3:33])[C:14]2=[CH:15][N:16]=1)[CH3:2]

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 116732465-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridineHCID 205360412-(Chloromethyl)-1-methyl-4-(propan-2-yl)benzene

生成物 1

HCID 671524665-(2,6-Diethyl-Phenyl)-1-(2,5-Dimethyl-Benzyl)-1H-Pyrrolo[2,3-C]Pyridine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine (15 mg, 0.06 mmol) in DMF (0.5 mL) is added NaH (95%, 4 mg). The reaction mixture is stirred at room temperature for 30 minutes, and 2-chloromethyl-4-isopropyl-1-methyl-benzene (33 mg, 0.18 mmol) is then added. The mixture is heated at 60° C. for three hours and cooled. To the mixture, water (2 ml) and EtOAc (2 mL) are added. The organic layer is separated, washed with water once and concentrated under reduced pressure. The residue is purified by PTLC (Hexane/EtOAc 4:1) to give the titled compound. 1H NMR: (CDCl3) 8.81 (s, 1H), 7.47 (s, 1H), 7.28 (t, 1H), 7.13-7.19 (m, 5H), 6.77 (s, 1H), 6.52 (d, 1H), 5.39 (s, 2H), 2.80 (m, 1H), 2.27-2.40 (m, 7H), 1.14 (d, 2H), 1.01 (t, 6H).

後処理

  1. temperatureThe mixture is heated at 60° C. for three hours
  2. temperaturecooled
  3. customThe organic layer is separated
  4. washwashed with water once
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by PTLC (Hexane/EtOAc 4:1)

出典と根拠

ORDレコード
ord-ac23960870c541a38bb03f90ce6ea927
出典データセット
uspto-grants-2014_01
特許番号
US08633193B2

反応ノート

読み込み中…