反应详情

温度

0 °C

2-(Pyrrolidinylcarbonyl)amino-5-trifluoromethylbenzoic acid (made analogously to Example 116 with pyrrolidine in place of iso-butylamine (2.9 g) was dissolved in DMF (40 mL). After cooling to 0° C., 4-methylmorpholine (3.2 mL) and glycine benzyl ester hydrogen chloride (5.6 g) were added. After 5 min, BOP Reagent (5.6 g) was added and the mixture was stirred at rt for 18 h. EtOAc was added along with 1 N HCl solution. The EtOAc layer was washed with 1 N HCl, NaHCO3 solution, and brine. The EtOAc was dried (MgSO4), filtered, and concentrated to a solid (2.6 g). This solid was dissolved in MeOH (14 mL) prior to the addition of 10% Pd/C. A hydrogen balloon was added and the solution was stirred for 1 h. The palladium was filtered and the solution was concentrated to give the title glycine derivative (2.0 g) as a white solid. MS found: (M+H)+=360.2.

1. washThe EtOAc layer was washed with 1 N HCl, NaHCO3 solution, and brine
2. dry with materialThe EtOAc was dried (MgSO4)
3. filtrationfiltered
4. concentrationconcentrated to a solid (2.6 g)
5. dissolutionThis solid was dissolved in MeOH (14 mL)
6. additionto the addition of 10% Pd/C
7. additionA hydrogen balloon was added
8. stirringthe solution was stirred for 1 h
9. filtrationThe palladium was filtered
10. concentrationthe solution was concentrated