반응 #42135

반응 방정식

Methyl 3-bromopropionate

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

DIPEA

→

title intermediate

수율 70.0%

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

수율 70.0%

용매

ACN

반응 조건

후처리

1. 1
   기타The solvent was then removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in DCM (30 mL)
3. 3
   세척The resulting solution was washed with saturated aqueous sodium bicarbonate solution (10 mL)
4. 4
   건조dried over MgSO4
5. 5
   여과filtered
6. 6
   기타the solvent was removed under reduced pressure
7. 7
   기타The crude residue was purified by column chromatography (5-10% MeOH/DCM)

실험 절차

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).

출처