Sodium Iodide → 1-(Cyclopropylmethyl)-5-(2-(2,3-Dihydro-1h-Imidazo[1,2-A]benzimidazol-1-Yl)ethoxy)-3-(1-Phenyl-1h-Pyrazol-5-Yl)pyridazin-4(1h)-One

HRID 333733ノート

反応式

HRID 333733 の反応式
[CH:1]1([CH2:4][N:5]2[CH:10]=[C:9]([OH:11])[C:8](=[O:12])[C:7]([C:13]3[N:17]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[N:16]=[CH:15][CH:14]=3)=[N:6]2)[CH2:3][CH2:2]1.Cl[CH2:25][CH2:26][N:27]1[C:31]2=[N:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[N:30]2[CH2:29][CH2:28]1.C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[Na+]>CC(N(C)C)=O>[CH:1]1([CH2:4][N:5]2[CH:10]=[C:9]([O:11][CH2:25][CH2:26][N:27]3[C:31]4=[N:32][C:33]5[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=5[N:30]4[CH2:29][CH2:28]3)[C:8](=[O:12])[C:7]([C:13]3[N:17]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[N:16]=[CH:15][CH:14]=3)=[N:6]2)[CH2:2][CH2:3]1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 10796Cesium carbonateHCID 7619001-(2-chloroethyl)-2,3-dihydro-1H-imidazo[1,2-a]benzimidazoleHCID 895865391-(cyclopropylmethyl)-5-hydroxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

生成物 1

HCID 566541311-(Cyclopropylmethyl)-5-(2-(2,3-Dihydro-1h-Imidazo[1,2-A]benzimidazol-1-Yl)ethoxy)-3-(1-Phenyl-1h-Pyrazol-5-Yl)pyridazin-4(1h)-One収率 62.5%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
80 °C

実験手順

A suspension of 1-(cyclopropylmethyl)-5-hydroxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one (231 mg), 1-(2-chloroethyl)-2,3-dihydro-1H-imidazo[1,2-a]benzimidazole (249 mg), cesium carbonate (428 mg) and sodium iodide (253 mg) in dimethylacetamide (10 mL) was stirred at 80° C. for 13 hr. The reaction mixture was filtered and an insoluble material was separated and washed with ethyl acetate. The filtrate and the washing were combined, and concentrated under reduced pressure to dryness. The residue was purified by NH silica gel column chromatography (ethyl acetate/methanol) to give the title compound (231 mg) as a white amorphous powder.

後処理

  1. filtrationThe reaction mixture was filtered
  2. customan insoluble material was separated
  3. washwashed with ethyl acetate
  4. concentrationconcentrated under reduced pressure to dryness
  5. customThe residue was purified by NH silica gel column chromatography (ethyl acetate/methanol)

出典と根拠

ORDレコード
ord-9509177f140b41a781c4c27e390e6b49
出典データセット
uspto-grants-2014_11
特許番号
US08883788B2

反応ノート

読み込み中…