反応 #9265

反応方程式

[2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl)-6-nitro-1,3-benzothiazol-7-yl]methyl cyanide

triethylamine

trimethylsilyl chloride

→

2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl) [1,3]thiazolo[5′,4′: 3,4]benzo[c]isoxazol-8-yl cyanide

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他The reaction was quenched
2. 2
   workup.ADDITIONby pouring into dilute aqueous hydrochloric acid
3. 3
   抽出then extracted well with ethyl acetate
4. 4
   抽出The combined organics were back extracted with dilute sodium bicarbonate
5. 5
   乾燥then dried over magnesium sulfate
6. 6
   濃縮concentrated
7. 7
   その他The dark oil was further purified by preparative HPLC

実験手順

0.2 g of [2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl)-6-nitro-1,3-benzothiazol-7-yl]methyl cyanide was charged into about 2 ml dimethylformamide. About 15 equivalents of triethylamine were then added followed by about 15 equivalents of trimethylsilyl chloride. The solution was stirred at room temperature for about 4–20 hours. The reaction was quenched by pouring into dilute aqueous hydrochloric acid then extracted well with ethyl acetate. The combined organics were back extracted with dilute sodium bicarbonate then dried over magnesium sulfate and concentrated. The dark oil was further purified by preparative HPLC to yield 2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl) [1,3]thiazolo[5′,4′: 3,4]benzo[c]isoxazol-8-yl cyanide.

出典