反应 #470455

ord-11564801b0eb4e25b9d83a41fc767a24

溶剂

反应条件

温度
85°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他At the completion of this time the solvent is removed in vacuo
  2. 2
    workup.ADDITIONthe reaction mixture is diluted with NaHCO3
  3. 3
    萃取The aqueous phase is extracted with EtOAc
  4. 4
    洗涤The organic layer is washed with brine
  5. 5
    干燥dried over MgSO4
  6. 6
    过滤filtered
  7. 7
    其他evaporated to dryness
  8. 8
    其他The reaction mixture is purified by flash chromatography on silica eluting with DCM/MeOH 9/1

实验过程

5-[3-(3-pyrazol-1-yl-phenyl)-imidazo-[1,2-a]-pyridin-7-yl]-nicotinonitrile (Ex. 1.8) (1 eq, 0.099 mmol, 40 mg) and potassium hydroxide (10 eq, 0.99 mmol, 64.8 mg) are dissolved in tBuOH (2 ml) and the reaction mixture is heated at 85° C. for 1.5 h. At the completion of this time the solvent is removed in vacuo and the reaction mixture is diluted with NaHCO3. The aqueous phase is extracted with EtOAc. The organic layer is washed with brine, dried over MgSO4, filtered and evaporated to dryness. The reaction mixture is purified by flash chromatography on silica eluting with DCM/MeOH 9/1 to yield 5-[3-(3-pyrazol-1-yl-phenyl)-imidazo-[1,2-a]pyridin-7-yl]-nicotinamide as a yellow solid; [M+H]+=381

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08367662B2uspto-grants-2013_02