反応 #90732

反応方程式

HATU

methyl 4-(amino(3-chloropyrazin-2-yl)methyl)benzoate

2-cyanoacetic acid

EA

→

methyl 4-((3-chloropyrazin-2-yl)(2-cyanoacetamido)methyl)benzoate

収率 100.0%

溶媒

THF

反応条件

後処理

1. 1
   抽出The reaction mixture was extracted with EA and water
2. 2
   その他the organic layer was dried
3. 3
   濃縮concentrated
4. 4
   その他The residue was purified by column chromatography on silica gel
5. 5
   洗浄eluted with PE

実験手順

To a solution of methyl 4-(amino(3-chloropyrazin-2-yl)methyl)benzoate (54 g, 195 mmol) in THF (500 mL) was added 2-cyanoacetic acid (16.6 g, 195 mmol) and TEA (39.4 g, 390 mmol). The mixture was added HATU (74.1 g, 195 mmol) at 0-5° C., and stirred at room temperature for 1 h. The reaction mixture was extracted with EA and water, the organic layer was dried and concentrated. The residue was purified by column chromatography on silica gel eluted with PE:EA=2:1 to give methyl 4-((3-chloropyrazin-2-yl)(2-cyanoacetamido)methyl)benzoate (67 g, yield 100%).

出典