反応 #42135

反応方程式

Methyl 3-bromopropionate

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

DIPEA

→

title intermediate

収率 70.0%

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

収率 70.0%

溶媒

ACN

反応条件

後処理

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

実験手順

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).

出典