Dimethylformamide → 1-[(4-Cyanobutyl)-1H-benzimidazol-2-yl][1-(1-carbomethoxy methoxy ethyl)-4-piperidinyl]methanone

HRID 1769038ノート

反応式

HRID 1769038 の反応式
[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[C:16]([CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)=[O:17])#[N:2].[C:24]([CH2:28][O:29][CH2:30][CH2:31]Br)([O:26][CH3:27])=[O:25].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[C:16]([CH:18]1[CH2:23][CH2:22][N:21]([CH:30]([O:29][CH2:28][C:24]([O:26][CH3:27])=[O:25])[CH3:31])[CH2:20][CH2:19]1)=[O:17])#[N:2]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 18946503Methyl (2-bromoethoxy)acetateHCID 189465181-[(4-cyanobutyl)-1H-benzimidazol-2-yl][1-(4-piperidinyl)]methanone

生成物 1

HCID 543593711-[(4-Cyanobutyl)-1H-benzimidazol-2-yl][1-(1-carbomethoxy methoxy ethyl)-4-piperidinyl]methanone

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
90 °C

実験手順

Mix 1-[(4-cyanobutyl)-1H-benzimidazol-2-yl][1-(4-piperidinyl)]methanone (4.0 g, 12.91 mmol), carbomethoxy methoxy ethylbromide (3.0 g, 15.3 mmol), potassium carbonate (5.29 g, 38.25 mmol) and dimethylformamide (100 mL). Stir and heat and at 90° C. overnight. Allow to cool to room temperature, dilute with water and extract with ethyl acetate (2×). Wash the combined organic phases with water (3×), then brine and dry (MgSO4). Evaporate the solvent in vacuo and purify by chromatography to give the title compound.

後処理

  1. temperatureto cool to room temperature
  2. extractionextract with ethyl acetate (2×)
  3. washWash the combined organic phases with water (3×)
  4. dry with materialbrine and dry (MgSO4)
  5. customEvaporate the solvent in vacuo
  6. custompurify by chromatography

出典と根拠

ORDレコード
ord-8939b632581e4df4bda1f6e2b812510d
出典データセット
uspto-grants-1995_01
特許番号
US05380731

反応ノート

読み込み中…