Reaktion #80275

Reaktionsgleichung

water

methyl 5-hydroxybenzoxazol-4-carboxylate

2-chloro-4,6-dimethoxypyrimidine

potassium carbonate

→

desired compound

Ausbeute 39.0%

Methyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxybenzoxazol-4-carboxylate

Ausbeute 39.0%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Sonstigewas returned to room temperature
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with water
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   SonstigeThe oily substance thereby obtained
8. 8
   Sonstigewas purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1)

Vorschrift

A mixture comprising 0.6 g of methyl 5-hydroxybenzoxazol-4-carboxylate, 0.6 g of 2-chloro-4,6-dimethoxypyrimidine and 0.7 g of potassium carbonate in 30 ml of N,N-dimethylformamide, was heated and stirred at 115° C. for two hours. The mixture was returned to room temperature, then poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The oily substance thereby obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1) to obtain 0.4 g (yield: 39%) of the desired compound.

Quelle