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

HRID 1769036ノート

反応式

HRID 1769036 の反応式
[C:1]([CH2:5][O:6][CH:7]([N:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[N:11]=[C:10]1[C:18]([CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)=[O:19])[CH3:8])([O:3][CH3:4])=[O:2].Br[CH2:27][CH2:28][CH2:29][CH2:30][C:31]#[N:32].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[C:1]([CH2:5][O:6][CH:7]([N:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[N:11]=[C:10]1[C:18]([CH:20]1[CH2:25][CH2:24][N:23]([CH2:27][CH2:28][CH2:29][CH2:30][C:31]#[N:32])[CH2:22][CH2:21]1)=[O:19])[CH3:8])([O:3][CH3:4])=[O:2]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 794355-BromopentanenitrileHCID 543445331-[(1-Carbomethoxy methoxy ethyl)-1H-benzimidazol-2-yl][1-(4-piperidinyl)]methanone

生成物 1

HCID 572851341-[(1-Carbomethoxy methoxy ethyl)-1H-benzimidazol-2-yl][1-(4-cyanobutyl)-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-[(1-carbomethoxy methoxy ethyl)-1H-benzimidazol-2-yl][1-(4-piperidinyl)]methanone (4.45 g, 12.91 mmol), 5-bromovaleronitrile (2.5 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-49e232968dc240d695c771f7fa08d8da
出典データセット
uspto-grants-1995_01
特許番号
US05380731

反応ノート

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