反応 #158341

反応方程式

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

収率 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

収率 117.4%

溶媒

THF

ethyl acetate

ammonium chloride

反応条件

後処理

1. 1
   洗浄the mixture was washed with saturated brine
2. 2
   乾燥dried over anhydrous magnesium sulfate
3. 3
   その他the solvent was evaporated under reduced pressure
4. 4
   その他The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)
5. 5
   その他further recrystallized from ethyl acetate/hexane

実験手順

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).

出典