HRID2180014

反应详情

EQUATION

反应方程式

HRID 2180014 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

4-Cyanophenacyl bromide (225 mg; 1 mmol) was added to a stirred solution of iso-propyl 3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (from step (iv) above; 212 mg; 1 mmol) in MeCN (2 mL). After stirring for 15 min at 0° C., NaBH4 (40 mg; 1 mmol) was added, and the reaction was allowed to warm to rt over 45 minutes. The reaction mixture was concentrated, dissolved in CH2Cl2 and washed with NaHCO3 (aq.) and brine. The organic layer was separated, dried and concentrated to give an oil which was purified using column chromatography (hexane:EtOAc:IPA; 50:49:1) to give the sub-title compound in 35% yield.

WORKUP

后处理

  1. temperatureto warm to rt over 45 minutes
  2. concentrationThe reaction mixture was concentrated
  3. dissolutiondissolved in CH2Cl2
  4. washwashed with NaHCO3 (aq.) and brine
  5. customThe organic layer was separated
  6. customdried
  7. concentrationconcentrated
  8. customto give an oil which
  9. customwas purified