反応 #421144

反応方程式

4-Chloro-3-methoxy-2-methyl-pyridine

dipropyleneglycolmonomethylether

piperazine

N,N-dimethylaniline

→

yellow solid

収率 94.1%

1-(3-Methoxy-2-methyl-4-pyridyl)piperazine

収率 94.1%

反応条件

後処理

1. 1
   その他The solvent was removed under reduced pressure
2. 2
   その他the residue was purified by column chromatography (prepacked silica column, gradient ethyl acetate/methanol
3. 3
   workup.ADDITIONwith the addition of 1% ammonia)
4. 4
   workup.DISSOLUTIONThe raw product was dissolved in 1M NaOH
5. 5
   抽出extracted with a mixture of diethylether, dichloromethane and ethylacetate (1:1:1) several times
6. 6
   洗浄The combined organic phases were washed with water
7. 7
   乾燥dried over sodium sulfate
8. 8
   その他the solvent was removed under reduced pressure

実験手順

4-Chloro-3-methoxy-2-methyl-pyridine (0.47 g, 3 mmol) was mixed with dipropyleneglycolmonomethylether (3 ml), piperazine (1.1 g, 7.2 mmol) and N,N-dimethylaniline (0.36 g, 3 mmol) and stirred at 140° C. for 72 hours. The solvent was removed under reduced pressure and the residue was purified by column chromatography (prepacked silica column, gradient ethyl acetate/methanol with the addition of 1% ammonia). The raw product was dissolved in 1M NaOH and extracted with a mixture of diethylether, dichloromethane and ethylacetate (1:1:1) several times. The combined organic phases were washed with water, dried over sodium sulfate, and the solvent was removed under reduced pressure to yield 585 mg of a yellow solid (2.8 g, 94%). MS (APCI): m/z=208.0 [M+1]+.

出典