Reaktion #1670092

Reaktionsgleichung

2-(N-Boc-Aminomethyl)-5-methylthiazole-4-carboxamide

diisopropylethylamine

trifluoroacetic anhydride

→

4-Cyano-2-(N-Boc-aminomethyl)-5-methylthiazole

Lösungsmittel

dichloromethane

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   Temperaturit was warmed to room temperature
3. 3
   workup.STIRRINGstirring
4. 4
   workup.WAITwas continued for another 12 hours
5. 5
   Waschenwashed with 20% strength citric acid, saturated NaHCO3 [sic] solution and saturated NaCl solution
6. 6
   TrocknenThe organic phase was dried (MgSO4)
7. 7
   Einengenconcentrated in vacuo

Vorschrift

2-(N-Boc-Aminomethyl)-5-methylthiazole-4-carboxamide (6.8 g, 25 mmol) was introduced into dichloromethane (120 ml). After the mixture had cooled to 0° C. diisopropylethylamine (15.84 g, 122.8 mmol) was added dropwise. Then, a solution of trifluoroacetic anhydride (8.25 g, 39.3 mmol) in dichloromethane (20 ml) was added dropwise at −5° C. in the course of 30 minutes. After the mixture had been stirred for 30 minutes at 0° C., it was warmed to room temperature, and stirring was continued for another 12 hours. The mixture was diluted with dichloromethane (100 ml) and washed with 20% strength citric acid, saturated NaHCO3 [sic] solution and saturated NaCl solution. The organic phase was dried (MgSO4) and concentrated in vacuo. Yield: 6.3 g (25 mmol, quant.).

Quelle