反応 #160747

反応方程式

diethyl 4-chloropiperidin-3-ylphosphoramidate

4-chloro-3-nitropyridine

DIEA

→

diethyl 4-chloro-1-(3-nitropyridin-4-yl)piperidin-3-ylphosphoramidate

収率 69.0%

溶媒

isopropyl alcohol

反応条件

後処理

1. 1
   その他quenched with water
2. 2
   抽出extracted with ethyl acetate
3. 3
   その他The organics were dried
4. 4
   濃縮concentrated under vacuo
5. 5
   その他The crude was purified via ISCO (ethyl acetate and hexanes

実験手順

To a solution of diethyl 4-chloropiperidin-3-ylphosphoramidate (1.0 equiv.) in isopropyl alcohol (0.1M) was added 4-chloro-3-nitropyridine (2.0 equiv.) and DIEA (1.1 equiv.). The reaction was heated to 70° C. for 18 h, then quenched with water and extracted with ethyl acetate. The organics were dried and concentrated under vacuo. The crude was purified via ISCO (ethyl acetate and hexanes then 10% methanol in DCM) to yield diethyl 4-chloro-1-(3-nitropyridin-4-yl)piperidin-3-ylphosphoramidate in 69% yield. LCMS (m/z): 393.1 (MH+), Rt=2.01 min.

出典