Réaction #324579

Équation de réaction

2-amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

benzo[1,3]dioxol-5-yl-acetonitrile

sodium hydride

→

2-Amino-4-(benzo[1,3]dioxol-5-yl-cyano-methyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Solvants

DMF

brine

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ethyl acetate
2. 2
   LavageThe combined organic portions were washed with brine and water
3. 3
   Séchagedried with sodium sulphate
4. 4
   FiltrationAfter filtration and evaporation of the solvent
5. 5
   Autrebrown solids were obtained which
6. 6
   Autrewere purified either by preparative TLC or preparative HPLC

Mode opératoire

To a solution of 2-amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (1 equiv.) and benzo[1,3]dioxol-5-yl-acetonitrile (1 mole eq.) in DMF at room temperature, sodium hydride (1.1 mole eq., 60% in mineral oil) was added. The mixture was stirred at this temperature overnight under argon. After that, it was diluted with brine and extracted with ethyl acetate. The combined organic portions were washed with brine and water and dried with sodium sulphate. After filtration and evaporation of the solvent, brown solids were obtained which were purified either by preparative TLC or preparative HPLC.

Source