Réaction #531878

Équation de réaction

triethylamine

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

2-phenyl-3-methylbutylamine hydrochloride

→

ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-[(3-methyl-2-phenylbutyl)amino]acrylate

Rendement 86.2%

Solvants

acetonitril

Conditions de réaction

Traitement

1. 1
   AutreThe reaction was microwaved
2. 2
   Autre(130° C., 600 s, fixed hold, high absorption)
3. 3
   Autrethe solvent evaporated

Mode opératoire

To a solution of ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate (0.2 g, 0.738 mmol, 1 eq.) in 3 ml of acetonitril was added 2-phenyl-3-methylbutylamine hydrochloride (0.147 g, 0.738 mmol, 1 eq.) at room temperature followed by triethylamine (TEA) (0.164 g, 1.62 mmol, 2.2 eq.). The reaction was microwaved (130° C., 600 s, fixed hold, high absorption) and the solvent evaporated. The residual oil was subjected to column chromatography to give ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-[(3-methyl-2-phenylbutyl)amino]acrylate (0.253 g, 85% yield) as a mixture of 2 atropoisomers.

Source