Reaktion #70458

Reaktionsgleichung

2-chloro-5-iodopyridine

2-pyrrolidinone

K2CO3

N,N′-dimethyl-1,2-ethanediamine

→

desired product

Ausbeute 103.0%

1-(6-Chloropyridin-3-yl)pyrrolidin-2-one

Ausbeute 103.0%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe vial is evacuated
2. 2
   Sonstigeflushed with nitrogen
3. 3
   TemperaturThe reaction mixture was heated
4. 4
   Temperaturto reflux for 18 h
5. 5
   FiltrationThe reaction mixture was filtered through celite and filtrate
6. 6
   Einengenwas concentrated
7. 7
   Sonstigeto afford the crude material
8. 8
   SonstigeThe mixture was purified by flash chromatography on silica gel
9. 9
   Wascheneluting with 50-100% EtOAc
10. 10
    workup.ADDITIONFractions containing the desired products
11. 11
    Einengenconcentrated

Vorschrift

To a solution of 2-chloro-5-iodopyridine (200 mg, 0.84 mmol) in 4 mL anhydrous dioxane was added 2-pyrrolidinone (60.8 μL, 0.79 mmol), K2CO3 (415.6 mg, 3 mmol), CuI (15.9 mg, 0.084 mmol), and N,N′-dimethyl-1,2-ethanediamine (11.8 μL, 0.083 mmol) in a 2 dram screw-top vial. The vial is evacuated and flushed with nitrogen. The reaction mixture was heated to reflux for 18 h. The reaction mixture was filtered through celite and filtrate was concentrated to afford the crude material. The mixture was purified by flash chromatography on silica gel, eluting with 50-100% EtOAc:heptane. Fractions containing the desired products were combined and concentrated to afford the desired product as a white solid (160 mg, yield: 97.4%).

Quelle