Dimethylformamide → 5-Bromo-4-propylpicolinonitrile

HRID 1038548노트

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HRID 1038548 반응식
Br[C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][CH3:10])[C:5]([Br:11])=[CH:4][N:3]=1.C(=O)([O-])O.[Na+].[CH3:17][N:18](C)C=O>>[Br:11][C:5]1[C:6]([CH2:8][CH2:9][CH3:10])=[CH:7][C:2]([C:17]#[N:18])=[N:3][CH:4]=1

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 866471942,5-Dibromo-4-propylpyridine

생성물 1

HCID 665981895-Bromo-4-propylpicolinonitrile수율 60%

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온도
100 °C

실험 절차

To a solution of 2,5-dibromo-4-propylpyridine (100 mg, 0.444 mmol) in N,N-dimethylformamide (0.9 mL), dinitrile zinc (57 mg, 0.449 mmol) and tetrakistriphenylphosphine palladium (25 mg, 0.0222 mmol) were added at room temperature, and the mixture was stirred under microwave irradiation at 100° C. for 20 minutes. The reaction solution was added a saturated aqueous solution of sodium hydrogen carbonate, and extracted with hexane/ethyl acetate (4/1). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate), and the title compound (60 mg (yield 60%)) was obtained as a colorless crystal.

후처리

  1. extractionextracted with hexane/ethyl acetate (4/1)
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-f760e33cd0fd41e19a7c9d7b7cdaeb20
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551985B2

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