HRID1458335

反应详情

EQUATION

反应方程式

HRID 1458335 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a solution of 2-[2-(3,5-dimethylphenyl)-1H-indol-3-yl]-ethylamine (162 mg) and 5-(4-pyridyl)-pentanal (100 mg in 2 mL dry chloroform) was added anhydrous magnesium sulfate (735 mg) and the mixture stirred at 0° C. for 15 minutes. At this time sodium borohydride (92.7 mg) was added followed by 3 mL dry methanol and the mixture stirred at 0° C. After 1 hour, the reaction was quenched by pouring into water (25 mL), stirred for 30 minutes then extracted with methylene chloride (4×25 mL). The combined organics were dried over potassium carbonate, concentrated in vacuo and the residue purified by flash chromatography on silica gel (methylene chloride:methanol, 95:5) to give the title compound (172 mg). m/e=412 (M+H)

WORKUP

后处理

  1. stirringthe mixture stirred at 0° C
  2. waitAfter 1 hour
  3. customthe reaction was quenched
  4. additionby pouring into water (25 mL)
  5. stirringstirred for 30 minutes
  6. extractionthen extracted with methylene chloride (4×25 mL)
  7. dry with materialThe combined organics were dried over potassium carbonate
  8. concentrationconcentrated in vacuo
  9. customthe residue purified by flash chromatography on silica gel (methylene chloride:methanol, 95:5)