Reacción #157627

Ecuación de reacción

2-({[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}methyl)benzoic acid

EDC

dimethylamine hydrochloride

→

title compound

Rendimiento 38.0%

2-({[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}methyl)-N,N-dimethylbenzamide

Rendimiento 38.0%

Disolventes

CH2Cl2

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with EtOAc
2. 2
   LavadoThe organic layer was washed with brine
3. 3
   Secadodried over Na2SO4
4. 4
   Concentraciónconcentrated in vacuo
5. 5
   OtroThe residue was purified by flash column chromatography on silica gel (0˜30% EtOAc in hexane)

Procedimiento

A mixture of 2-({[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}methyl)benzoic acid (304 mg, 0.57 mmol), DMAP (138 mg, 1.13 mmol), EDC (217 mg, 1.13 mmol), and dimethylamine hydrochloride (93 mg, 1.13 mmol) in CH2Cl2 (3 ml) was stirred at room temperature overnight. The mixture was diluted with water, extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (0˜30% EtOAc in hexane) to yield the title compound (122 mg, 38%).

Fuente