HRID1188988

反应详情

EQUATION

反应方程式

HRID 1188988 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a solution of ethyl 2-{7-(benzyloxy)-5-[4-(methylsulfonyl)phenoxy]-1H-indol-2-yl}-1,3-thiazole-5-carboxylate (242 mg) in tetrahydrofuran (25 mL) was added lithium aluminum hydride (50 mg) at 0° C. After the mixture was stirred at 0° C. for 30 min, ethanol was added dropwise until hydrogen did not generate. A saturated aqueous ammonium chloride solution was added to the mixture and the resulting yellow suspension was filtered through celite. The filtrate was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80 to 100/0, volume ratio) to give yellow crystals. The crystals were recrystallized from ethanol-ethyl acetate to give yellow crystals. The crystals were purified by silica gel column chromatography (ethyl acetate/hexane=20/80 to 90/10, volume ratio) to give yellow crystals. The crystals were recrystallized from ethanol-hexane to give the title compound (52 mg, 23%) as yellow crystals. MS 507 (MH+). mp 125-126° C.

WORKUP

后处理

  1. filtrationthe resulting yellow suspension was filtered through celite
  2. concentrationThe filtrate was concentrated
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80 to 100/0, volume ratio)
  4. customto give yellow crystals
  5. customThe crystals were recrystallized from ethanol-ethyl acetate
  6. customto give yellow crystals
  7. customThe crystals were purified by silica gel column chromatography (ethyl acetate/hexane=20/80 to 90/10, volume ratio)
  8. customto give yellow crystals
  9. customThe crystals were recrystallized from ethanol-hexane