Imidazole → 5-(1H-imidazol-1-yl)picolinonitrile

HRID 2281875노트

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HRID 2281875 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[NH:10]1[CH:14]=[CH:13][N:12]=[CH:11]1>CN(C)C=O>[N:10]1([C:2]2[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=2)[CH:14]=[CH:13][N:12]=[CH:11]1

참가 물질

4

반응물 2

HCID 795ImidazoleHCID 8171545-Bromopyridine-2-carbonitrile

생성물 1

HCID 671513405-(1H-imidazol-1-yl)picolinonitrile수율 66.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
130 °C

실험 절차

5-bromopicolinonitrile (2.0 g, 10.9 mmol), imidazole (818 mg, 12 mmol) potassium carbonate (1.66 g, 12 mmol) and dimethylformamide (40 mL) were combined and heated to 130° C. for 20 hours. The reaction solution was evaporated and the residue was partitioned between dichloromethane (150 mL) and water (100 mL). The phases were separated and the organic phase was washed with water (50 mL), dried over magnesium sulfate and evaporated to give a residue which was purified by flash chromatography eluting with 2-3% methanol in dichloromethane gradient to give 5-(1H-imidazol-1-yl)picolinonitrile (1.23 g, 66%).

후처리

  1. customThe reaction solution was evaporated
  2. customthe residue was partitioned between dichloromethane (150 mL) and water (100 mL)
  3. customThe phases were separated
  4. washthe organic phase was washed with water (50 mL)
  5. dry with materialdried over magnesium sulfate
  6. customevaporated
  7. customto give a residue which
  8. customwas purified by flash chromatography
  9. washeluting with 2-3% methanol in dichloromethane gradient

출처 및 근거

ORD 기록
ord-74358134aa594bbf8030c8a557229af9
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139587B2

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