反应 #165516

反应方程式

H2O

N-methylmorpholine

EDCI.HCl

DMF

4-chloro-3-((trifluoromethyl)phenyl)-N′-(4-aminophenyl)urea

mono-methyl isophthalate

HOBT

→

4-chloro-3-((trifluoromethyl)phenyl)-N′-(4-(3-methoxycarbonylphenyl)carboxyaminophenyl)urea

收率 43.0%

溶剂

EtOAc

反应条件

后处理

1. 1
   洗涤sequentially washed with water (25 mL)
2. 2
   干燥The organic layer was dried (Na2SO4)
3. 3
   浓缩concentrated under reduced pressure
4. 4
   其他The resulting solids were triturated with an EtOAc solution (80% EtOAc/20% hexane)

实验过程

To a solution of N-(4-chloro-3-((trifluoromethyl)phenyl)-N′-(4-aminophenyl)urea (Method C1d; 0.050 g, 1.52 mmol), mono-methyl isophthalate (0.25 g, 1.38 mmol), HOBT.H2O (0.41 g, 3.03 mmol) and N-methylmorpholine (0.33 mL, 3.03 mmol) in DMF (8 mL) was added EDCI.HCl (0.29 g, 1.52 mmol). The resulting mixture was stirred at room temp. overnight, diluted with EtOAc (25 mL) and sequentially washed with water (25 mL) and a saturated NaHCO3 solution (25 mL). The organic layer was dried (Na2SO4) and concentrated under reduced pressure. The resulting solids were triturated with an EtOAc solution (80% EtOAc/20% hexane) to give N-(4-chloro-3-((trifluoromethyl)phenyl)-N′-(4-(3-methoxycarbonylphenyl)carboxyaminophenyl)urea (0.27 g, 43%): mp 121-122; TLC (80% EtOAc/20% hexane) Rf 0.75.

来源