Réaction #531877

Équation de réaction

ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate

propylamine

→

ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate

Rendement 74.3%

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   Autrethe mixture was evaporated
2. 2
   workup.ADDITIONThe residue was diluted with AcOEt
3. 3
   Filtrationthe precipitate was filtered off
4. 4
   AutreThe filtrate was evaporated

Mode opératoire

To a solution of ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate (0.3 g, 1.10 mmol, 1 eq.) in 5 ml of tetrahydrofuran was added propylamine (0.131 g, 2.21 mmol, 2 eq.) at room temperature. After being stirred for 8 h at 80° C., the mixture was evaporated. The residue was diluted with AcOEt and the precipitate was filtered off. The filtrate was evaporated and the residual oil was subjected to column chromatography to give ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate (0.240 g, 74% yield).

Source