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

HRID 339980

반응식

HRID 339980 반응식
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

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 8176802,5-Dibromo-3-methylpyridineHCID 178418260HCID 178418260, 화합물

생성물 1

HCID 207750075-Bromo-3-methylpyridine-2-carbonitrile수율 49.4%

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-52a681ab55184b49a6001931513cf1c5
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895571B2

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