반응 #165516

반응 방정식

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

수율 43.0%

용매

EtOAc

반응 조건

후처리

1. 1
   세척sequentially washed with water (25 mL)
2. 2
   건조The organic layer was dried (Na2SO4)
3. 3
   농축concentrated under reduced pressure
4. 4
   기타The resulting solids were triturated with an EtOAc solution (80% EtOAc/20% hexane)

실험 절차

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.

출처