反応 #70458

反応方程式

2-chloro-5-iodopyridine

2-pyrrolidinone

K2CO3

N,N′-dimethyl-1,2-ethanediamine

→

desired product

収率 103.0%

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

収率 103.0%

溶媒

dioxane

反応条件

後処理

1. 1
   その他The vial is evacuated
2. 2
   その他flushed with nitrogen
3. 3
   温度The reaction mixture was heated
4. 4
   温度to reflux for 18 h
5. 5
   ろ過The reaction mixture was filtered through celite and filtrate
6. 6
   濃縮was concentrated
7. 7
   その他to afford the crude material
8. 8
   その他The mixture was purified by flash chromatography on silica gel
9. 9
   洗浄eluting with 50-100% EtOAc
10. 10
    workup.ADDITIONFractions containing the desired products
11. 11
    濃縮concentrated

実験手順

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%).

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