تفاعل #160747

معادلة التفاعل

diethyl 4-chloropiperidin-3-ylphosphoramidate

4-chloro-3-nitropyridine

DIEA

→

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

المردود 69.0%

المذيبات

isopropyl alcohol

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with water
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   أخرىThe organics were dried
4. 4
   تركيزconcentrated under vacuo
5. 5
   أخرىThe crude was purified via ISCO (ethyl acetate and hexanes

الإجراء التجريبي

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.

المصدر