反応 #2166337

反応方程式

Yb(OTf)3

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

8-ethyl-4H-benzo[1,3]dioxine-6-carbaldehyde

1g

2-{3-[(4-carbamimidoylphenylamino)-(2-fluoro-4,5-dimethoxyphenyl)methyl]5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}benzoic Acid trifluoroacetate

trimethylsilyl cyanide

→

(8-ethoxy-4H-benzo[1,3]dioxin-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile

溶媒

dichloromethane

反応条件

後処理

1. 1
   ろ過The reaction mixture was filtered through celite
2. 2
   洗浄the celite was washed with 100 ml of ethyl acetate
3. 3
   濃縮The organic layer was concentrated under reduced pressure

実験手順

To a solution of 230 mg of Yb(OTf)3 in 20 ml of dichloromethane there were added 650 mg of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 773 mg of 8-ethyl-4H-benzo[1,3]dioxine-6-carbaldehyde, 1g of MS3A and 0.8 ml of trimethylsilyl cyanide under a nitrogen atmosphere, and the mixture was stirred overnight at room temperature. The reaction mixture was filtered through celite, and the celite was washed with 100 ml of ethyl acetate. The organic layer was concentrated under reduced pressure to give (8-ethoxy-4H-benzo[1,3]dioxin-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile (crude product).

出典