Reacción #2919

Ecuación de reacción

5-Acetyl-2,4-dimethylthiazole

3-lithiopyridine

sodium hydrogen carbonate

→

title compound

1-(2,4-Dimethyl-5-thiazolyl)-1-(3-pyridyl)ethanol

Disolventes

diethylether

diethylether

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITAfter a further 1 hour
2. 2
   Otrothe organic layer was separated
3. 3
   ExtracciónThe aqueous layer was extracted with diethylether
4. 4
   OtroThe material obtained from the combined organic layers
5. 5
   Otrowas purified by flash chromatography

Procedimiento

5-Acetyl-2,4-dimethylthiazole (2.5 g) in dry diethylether (10 ml) was added dropwise to a stirred solution of 3-lithiopyridine (from 3.5 g 3-bromopyridine) in diethylether at -70° C. After 3 hours the mixture was allowed to warm to room temperature. After a further 1 hour, aqueous sodium hydrogen carbonate was added and the organic layer was separated. The aqueous layer was extracted with diethylether. The material obtained from the combined organic layers was purified by flash chromatography to give the title compound, m.p. 107.5°-109° C.

Fuente