Dimethylformamide → 5-Bromo-3-methylpyridine-2-carbonitrile

HRID 339980

反応式

HRID 339980 の反応式
Br[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([Br:9])=[CH:4][N:3]=1.[CH3:10][N:11](C)C=O.[Cu](C#N)C#N>>[Br:9][C:5]1[CH:6]=[C:7]([CH3:8])[C:2]([C:10]#[N:11])=[N:3][CH:4]=1

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 8176802,5-Dibromo-3-methylpyridineHCID 178418260HCID 178418260、化合物

生成物 1

HCID 207750075-Bromo-3-methylpyridine-2-carbonitrile収率 49.4%

反応条件

温度
120 °C

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.

後処理

  1. customThe reaction was partitioned between EtOAc and water
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified by combi-flash chromatography

出典と根拠

ORDレコード
ord-52a681ab55184b49a6001931513cf1c5
出典データセット
uspto-grants-2014_11
特許番号
US08895571B2

関連ノート

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