Reaktion #2418

Reaktionsgleichung

2-chloro-5-hydroxypyrimidine

3-chloromethylthiophene

potassium carbonate

dimethylformamide

→

2-chloro-5-(3-thienylmethoxy)pyrimidine

Ausbeute 99.3%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   WaschenThe organic layer is washed with water and saturated brine
3. 3
   Sonstigedried
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigeThe residue is purified by silica gel column chromatography (solvent; n-hexane/ethyl acetate=20:1→20:3)
6. 6
   Sonstigeevaporated
7. 7
   Sonstigeto remove the solvent

Vorschrift

A mixture of 2-chloro-5-hydroxypyrimidine (200 mg), 3-chloromethylthiophene (610 mg), potassium carbonate (635 mg) and dimethylformamide (3 ml) is stirred at 50° C. for one hour. After the reaction is complete, to the reaction mixture is added water, and extracted with ethyl acetate. The organic layer is washed with water and saturated brine, dried, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (solvent; n-hexane/ethyl acetate=20:1→20:3), and evaporated to remove the solvent to give 2-chloro-5-(3-thienylmethoxy)pyrimidine (345 mg) as colorless needles.

Quelle