تفاعل #42136

معادلة التفاعل

3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionic acid

DIPEA

3-aminomethylbenzyl alcohol

EDCI

→

title intermediate

المردود 57.3%

Biphenyl-2-ylcarbamic acid 1-[2-(3-hydroxymethylbenzylcarbamoyl)ethyl]piperidin-4-yl Ester

المردود 57.3%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   تركيزThe mixture was concentrated
2. 2
   غسيلwashed with K2CO3 (3×10 mL), H2O (1×10 mL), brine (1×10 mL)
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated
6. 6
   أخرىThe mixture was purified on silica gel (7% MeOH/CHCl3)

الإجراء التجريبي

To a stirred solution of 3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionic acid (0.5 g, 1.36 mmol; prepared as described in Preparation 11) in DCM (200 mL) was added DIPEA (10.7 mL, 6.12 mmol), 3-aminomethylbenzyl alcohol (0.33 g, 1.9 mmol), DMAP (0.14 g, 0.14 mmol) and EDCI (0.364 g, 1.9 mmol). The reaction mixture was stirred at room temperature for 2 hours. The mixture was concentrated, taken up in EtOAc (20 mL) and then washed with K2CO3 (3×10 mL), H2O (1×10 mL), brine (1×10 mL), dried over magnesium sulfate, filtered and concentrated. The mixture was purified on silica gel (7% MeOH/CHCl3) to afford 0.38 g of the title intermediate (57% yield).

المصدر