Reaktion #68842

Reaktionsgleichung

5-bromo-2-chloropyrimidine

cyclopropyl boronic acid

K3PO4

tricyclohexylphosphine

→

2-Chloro-5-cyclopropylpyrimidine

Lösungsmittel

toluene

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture is degassed thoroughly
2. 2
   SonstigeAfter degassing again the mixture
3. 3
   Filtrationfiltered
4. 4
   Sonstigethe solvent is removed in vacuo
5. 5
   SonstigeThe crude product is purified by column chromatography (silica gel, PE/EtOAc 90/10→70/30)

Vorschrift

3.60 g (18.6 mmol) 5-bromo-2-chloropyrimidine, 4.80 g (55.8 mmol) cyclopropyl boronic acid, 13.8 g (65.1 mmol) K3PO4,568 mg (2.03 mmol) tricyclohexylphosphine and 4 mL water are added to 80 mL toluene. The mixture is degassed thoroughly and charged with 627 mg (2.79 mmol) Pd(OAc)2. After degassing again the mixture is stirred at 100° C. over night, filtered and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, PE/EtOAc 90/10→70/30).

Quelle