Reaktion #158341

Reaktionsgleichung

ethyl 3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-8-(3,4,5-trifluorophenoxy)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate

methylmagnesium bromide

→

title compound

Ausbeute 117.4%

2-{3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-8-(3,4,5-trifluorophenoxy)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-yl}propan-2-ol

Ausbeute 117.4%

Lösungsmittel

THF

ethyl acetate

ammonium chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe mixture was washed with saturated brine
2. 2
   Trocknendried over anhydrous magnesium sulfate
3. 3
   Sonstigethe solvent was evaporated under reduced pressure
4. 4
   SonstigeThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)
5. 5
   Sonstigefurther recrystallized from ethyl acetate/hexane

Vorschrift

Under a nitrogen atmosphere, to a mixture of ethyl 3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-8-(3,4,5-trifluorophenoxy)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate (0.28 g) in THF (5 ml) was added methylmagnesium bromide (1M THF solution, 2.61 ml) at 0° C., and the mixture was stirred at room temperature for 4 hr. The reaction mixture was diluted with ethyl acetate and saturated aqueous ammonium chloride solution, the mixture was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane), and further recrystallized from ethyl acetate/hexane to give the title compound (0.16 g).

Quelle