Reaktion #46380

Reaktionsgleichung

(S)-2-Aminomethyl-pyrrolidine-1-carboxylic acid tert butyl ester

5-bromo-2-chloropyrimidine

potassium carbonate

diisopropylethylamine

→

title compound

Ausbeute 85.0%

(S)2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-carboxylic acid tert butyl carbonate

Ausbeute 85.0%

Lösungsmittel

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwarmed
2. 2
   Temperaturto reflux for 20 h
3. 3
   Filtrationfiltered
4. 4
   Sonstigesolvent removed at reduced pressure
5. 5
   Sonstigechromatographed (silica gel, pentane-25% ethyl acetate/pentane)
6. 6
   SonstigeThe appropriate fractions were collected
7. 7
   Sonstigesolvent removed at reduced pressure

Vorschrift

(S)-2-Aminomethyl-pyrrolidine-1-carboxylic acid tert butyl ester (2 g), 5-bromo-2-chloropyrimidine (1.93 g) were combined in xylene (40 ml) containing potassium carbonate (2.76 g) and diisopropylethylamine (5.23 ml) and warmed to reflux for 20 h. The mixture was cooled to room temperature, filtered and solvent removed at reduced pressure. The residue was column chromatographed (silica gel, pentane-25% ethyl acetate/pentane). The appropriate fractions were collected, solvent removed at reduced pressure to give the title compound (1.78 g) as a colourless gum

Quelle