Reacción #40449

Ecuación de reacción

2-fluoro-4-cyanobenzoic acid

(2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide

pyridine

→

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

Rendimiento 111.3%

Disolventes

thionyl chloride

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónAfter concentration
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane (5 ml)
3. 3
   FiltraciónThe precipitate was filtered
4. 4
   Lavadowashed with a little amount of dichloromethane

Procedimiento

A solution of 2-fluoro-4-cyanobenzoic acid (1 g, 6.06 mmol) in thionyl chloride (5 ml) was refluxed for 2 hr. After concentration, the residue was dissolved in dichloromethane (5 ml). And a solution of the compound of (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (1.2 g, 4.25 mmol) in dichloromethane (10 ml) and pyridine (1.47 ml, 18.18 mmol) were added. The mixture was stirred at r.t. overnight. The precipitate was filtered and washed with a little amount of dichloromethane to give N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamide (2.03 g, 78%). MS found for C20H11Cl2FN4O2 M+=429, (M+2)+=431.

Fuente