Réaction #40421

Équation de réaction

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

Rendement 111.3%

Solvants

thionyl chloride

dichloromethane

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source