Reaktion #86398

Reaktionsgleichung

5-bromo-2-chloro-4-methylpyrimidine

(1R,5S)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid

Et3N

→

title compound

(1R,5S)-3-(5-bromo-4-methylpyrimidin-2-yl)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was subsequently partitioned between 1N HCl (40 mL) and EtOAc (40 mL)
2. 2
   SonstigeThe phases were separated
3. 3
   Extraktionthe aqueous layer was back-extracted with EtOAc (75 mL)
4. 4
   Waschenwashed with brine (40 mL)
5. 5
   Trocknendried over Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated

Vorschrift

In a 40 mL vial were mixed 5-bromo-2-chloro-4-methylpyrimidine (438 mg, 2.109 mmol), (1R,5S)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid (295 mg, 2.320 mmol), and Et3N (0.882 mL, 6.33 mmol) in EtOH (90 mL). The resulting yellow solution was stirred at 75° C. for 3 days. The reaction mixture was subsequently partitioned between 1N HCl (40 mL) and EtOAc (40 mL). The phases were separated and the aqueous layer was back-extracted with EtOAc (75 mL). The organic layers were combined, washed with brine (40 mL), dried over Na2SO4, filtered, and concentrated to give the title compound as a white solid, which was used without further purification (660 mg).

Quelle