反应 #40403

反应方程式

N-methylethylenediamine

N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}(4-cyanophenyl)carboxamide

hydrogen sulfide

iodomethane

→

N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}[4-(1-methyl(2-imidazolin-2-yl))phenyl]carboxamide

溶剂

methanol

acetic acid

triethyl amine

pyridine

反应条件

后处理

1. 1
   其他After the evaporated the solvent
2. 2
   workup.DISSOLUTIONthe residue was dissolved in anhydrous acetone (5 ml)
3. 3
   workup.STIRRINGThe mixture was stirred
4. 4
   温度under reflux condition for 2 hrs
5. 5
   其他After the evaporation of solvent
6. 6
   workup.DISSOLUTIONthe residue was dissolved in anhydrous methanol (5 ml)
7. 7
   workup.STIRRINGThe mixture was stirred
8. 8
   温度under reflux condition for 2 hrs
9. 9
   其他After the evaporation of solvent
10. 10
    其他the crude residue was purified by RP-HPLC

实验过程

To a solution of the compound of N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}(4-cyanophenyl)carboxamide (683 mg, 1.66 mmol) in anhydrous pyridine (10 ml) and triethyl amine (1 ml) was saturated with hydrogen sulfide gas at 0° C. The mixture was stirred at r.t. overnight. After the evaporated the solvent, the residue was dissolved in anhydrous acetone (5 ml) and iodomethane (1 ml, 16.6 mmol) was added. The mixture was stirred under reflux condition for 2 hrs. After the evaporation of solvent, the residue was dissolved in anhydrous methanol (5 ml) and added a solution of N-methylethylenediamine (0.732 ml, 8.3 mmol) and acetic acid (1.5 ml) in anhydrous methanol (5 ml). The mixture was stirred under reflux condition for 2 hrs. After the evaporation of solvent, the crude residue was purified by RP-HPLC to give N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}[4-(1-methyl(2-imidazolin-2-yl))phenyl]carboxamide as a white powder. MS found for C23H19Cl2N5O2 M+=468 (M+2)+=470.

来源