Dimethylformamide → 2-Ethyl-3-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-2H-pyrazolo[4,3-b]pyridine

HRID 572161ノート

反応式

HRID 572161 の反応式
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:18]([CH2:26][CH3:27])[N:19]=[C:20]3[CH:25]=[CH:24][CH:23]=[N:22][C:21]=23)=[CH:13][CH:12]=1.IC.[C:30](=O)([O-])[O-].[Cs+].[Cs+].CN(C=O)C>O>[CH2:26]([N:18]1[C:17]([C:14]2[CH:15]=[CH:16][C:11]([O:10][C:2]3[N:1]([CH3:30])[C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=3)=[CH:12][CH:13]=2)=[C:21]2[N:22]=[CH:23][CH:24]=[CH:25][C:20]2=[N:19]1)[CH3:27]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 86704970HCID 86704970、化合物

生成物 1

HCID 867049712-Ethyl-3-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-2H-pyrazolo[4,3-b]pyridine収率 92.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 3-[4-(1H-benzimidazol-2-yloxy)phenyl]-2-ethyl-2H-pyrazolo[4,3-b]pyridine (25 mg) obtained in Example 3, iodomethane (5.72 μl), cesium carbonate (34.4 mg) and DMF (1 ml) was stirred at room temperature for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) and recrystallized from ethyl acetate/hexane to give the title compound (24.0 mg).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)
  6. customrecrystallized from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-2d4c50df78a84e8199ac31a04b26ac46
出典データセット
uspto-grants-2015_05
特許番号
US09029388B2

反応ノート

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