反応 #427162

反応方程式

2,5-dibromo-3-methylpyridine

N,N-dimethylformamide

copper cyanide

→

desired product

収率 49.4%

5-bromo-3-methylpyridine-2-carbonitrile

収率 49.4%

反応条件

後処理

1. 1
   その他The reaction was partitioned between EtOAc and water
2. 2
   洗浄The organic layer was washed with brine
3. 3
   乾燥dried over sodium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   その他purified by combi-flash chromatography

実験手順

To a solution of 2,5-dibromo-3-methylpyridine (5.0 g, 20. mmol) in N,N-dimethylformamide (20.0 mL, 259 mmol) was added copper cyanide (1.8 g, 20. mmol) and the reaction was stirred at 120° C. for 12 h. The reaction was partitioned between EtOAc and water. The organic layer was washed with brine, dried over sodium sulfate, filtered, concentrated and purified by combi-flash chromatography to afford 1.94 g (49% yield) of the desired product as a white solid.

出典