Reacción #321314

Ecuación de reacción

compound

[[4-[[[trans-4-(acetylaminomethyl)cyclohexyl]carbonylamino]acetyl]-o-phenylene]dioxy]diacetic acid disodium salt

triethylamine

4-cyanobenzoyl chloride

dimethylformamide

→

dimethyl [[4-[[[trans-4-[(p-cyanobenzoyl)aminomethyl]cyclohexyl]carbonylamino]acetyl]-o-phenylene]dioxy]diacetate

Rendimiento 62.0%

Disolventes

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónAfter the reaction mixture was concentrated under reduced pressure
2. 2
   Otrothe residue thus obtained
3. 3
   Lavadowashed with water
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   OtroAfter the inorganic salt was removed by filtration
6. 6
   Concentraciónthe filtrate was concentrated under reduced pressure
7. 7
   OtroThe solid product thus obtained
8. 8
   Lavadowas washed with ether

Procedimiento

To the solution of 470 mg (0.83 mmole) of the compound prepared in Example 5 (a) in 5 ml of dimethylformamide were added 0.23 ml of triethylamine and 138 mg of 4-cyanobenzoyl chloride, and the mixture was stirred at room temperature for 1 hour. After the reaction mixture was concentrated under reduced pressure, the residue thus obtained was dissolved in chloroform, washed with water and dried over anhydrous magnesium sulfate. After the inorganic salt was removed by filtration, the filtrate was concentrated under reduced pressure. The solid product thus obtained was washed with ether to give 300 mg of dimethyl [[4-[[[trans-4-[(p-cyanobenzoyl)aminomethyl]cyclohexyl]carbonylamino]acetyl]-o-phenylene]dioxy]diacetate (yield, 62%).

Fuente