反応 #1248556

反応方程式

4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine

2-fluoro-5-methoxy-3-triisopropylsilanyloxybenzaldehyde

trimethylsilyl cyanide

Yb(OTf)3

→

title compound

(2-fluoro-5-methoxy-3-triisopropylsilanyloxyphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile

溶媒

Ethyl acetate

dichloromethane

反応条件

後処理

1. 1
   洗浄washing
2. 2
   乾燥The organic layer was dried over anhydrous magnesium sulfate
3. 3
   ろ過The desiccating agent was filtered off
4. 4
   濃縮the filtrate was concentrated under reduced pressure
5. 5
   その他The residue was purified by silica gel column chromatography (ethyl acetate-heptane)

実験手順

After adding 5.47 g of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 10.2 g of 2-fluoro-5-methoxy-3-triisopropylsilanyloxybenzaldehyde, 10 g of MS3A and 6.2 ml of trimethylsilyl cyanide to a solution of 1.94 g of Yb(OTf)3 in 100 ml of dichloromethane under a nitrogen atmosphere, the mixture was stirred for 3 days at room temperature. Ethyl acetate was added to the reaction mixture, and washing was performed with water. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (9.01 g) as a light yellow solid.

出典