反应 #42135

反应方程式

Methyl 3-bromopropionate

biphenyl-2-ylcarbamic acid piperidin-4-yl ester

DIPEA

→

title intermediate

收率 70.0%

3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionic Acid Methyl Ester

收率 70.0%

溶剂

ACN

反应条件

后处理

1. 1
   其他The solvent was then removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in DCM (30 mL)
3. 3
   洗涤The resulting solution was washed with saturated aqueous sodium bicarbonate solution (10 mL)
4. 4
   干燥dried over MgSO4
5. 5
   过滤filtered
6. 6
   其他the solvent was removed under reduced pressure
7. 7
   其他The crude residue was purified by column chromatography (5-10% MeOH/DCM)

实验过程

Methyl 3-bromopropionate (553 μL, 5.07 mmol) was added to a stirred solution of biphenyl-2-ylcarbamic acid piperidin-4-yl ester (1.00 g, 3.38 mmol; prepared as described in Preparation 1) and DIPEA (1.76 mL, 10.1 mmol) in ACN (34 mL) at 50° C. and the reaction mixture was heated at 50° C. overnight. The solvent was then removed under reduced pressure, and the residue was dissolved in DCM (30 mL). The resulting solution was washed with saturated aqueous sodium bicarbonate solution (10 mL), dried over MgSO4, filtered and the solvent was removed under reduced pressure. The crude residue was purified by column chromatography (5-10% MeOH/DCM) to give 905 mg of the title intermediate (70% yield).

来源