تفاعل #42135

معادلة التفاعل

Methyl 3-bromopropionate

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

DIPEA

→

title intermediate

المردود 70.0%

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

المردود 70.0%

المذيبات

ACN

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر