Potassium Iodide → 1-(4-(4-(2-furyl)piperazine-1-yl)butyl)-1H-benzimidazole

HRID 1482579ノート

反応式

HRID 1482579 の反応式
Cl[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[CH:7]1.[O:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.C(N(C(C)C)CC)(C)C.[I-].[K+]>C(#N)C>[O:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[N:20]1[CH2:21][CH2:22][N:23]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[N:8]=[CH:7]2)[CH2:24][CH2:25]1

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 81531DiisopropylethylamineHCID 583170Benzimidazole, 1-(4-chlorobutyl)-HCID 197635771-(Furan-2-yl)piperazine

生成物 1

HCID 762824271-(4-(4-(2-furyl)piperazine-1-yl)butyl)-1H-benzimidazole収率 61.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

1-(4-chlorobutyl)-1H-benzimidazole (7.51 g, 0.036 mol) was dissolved into 100 ml of acetonitrile, 4-(2-furyl) piperazine (4.6 g, 0.03 mol), diisopropylethylamine (15.5 g, 0.12 mol) and potassium iodide (5.0 g, 0.03 mol) were respectively added. The mixture was stirred for 10 min at ambient temperature, and then heated and refluxed to react for 20 hours. The mixture was cooled down to ambient temperature and filtered. The filtrate was concentrated to produce oily products, and treated by chromatography with neutral Al2O3, eluted with dichloromethane/methanol mixture to produce 6.0 g compound (I-12) with a yield of 61.5%. ESI-MS [M+H]+: m/z 325.2.

後処理

  1. additionwere respectively added
  2. temperatureheated
  3. temperaturerefluxed
  4. customto react for 20 hours
  5. temperatureThe mixture was cooled down to ambient temperature
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated
  8. customto produce oily products
  9. additiontreated by chromatography with neutral Al2O3
  10. washeluted with dichloromethane/methanol mixture

出典と根拠

ORDレコード
ord-d1bfa7a6943341a39f6908f1c9251323
出典データセット
uspto-grants-2016_08
特許番号
US09415047B2

反応ノート

読み込み中…