Reaktion #366780

Reaktionsgleichung

water

4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline

2-bromo-4-bromomethylpyridine

potassium carbonate

→

7-((2-bromo-4-pyridyl)methoxy)-4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline

Ausbeute 44.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige(prepared
2. 2
   Temperaturto cool
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   TrocknenThe combined extracts were dried (MgSO4)
5. 5
   Sonstigethe solvent removed by evaporation
6. 6
   Sonstigeazeotroped with toluene
7. 7
   SonstigeThe residue was triturated with ethyl acetate/hexane
8. 8
   Filtrationthe solid product collected by filtration
9. 9
   Waschenwashed with ethyl acetate/hexane
10. 10
    Sonstigedried

Vorschrift

A mixture of 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (950 mg, 3 mmol), (prepared as described for the starting material in Example 24), 2-bromo-4-bromomethylpyridine (765 mg, 3 mmol) and potassium carbonate (2.38 g 17 mmol) in DMF (10 ml) was heated at 80° C. for 2 hours. The mixture was allowed to cool, poured into water and extracted with ethyl acetate. The combined extracts were dried (MgSO4) and the solvent removed by evaporation and azeotroped with toluene. The residue was triturated with ethyl acetate/hexane and the solid product collected by filtration, washed with ethyl acetate/hexane and dried to give 7-((2-bromo-4-pyridyl)methoxy)-4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline (647 mg, 44%).

Quelle