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Acetonitrile → 2-(4-iodo-5-methyl-1H-pyrazol-1-yl)pyridine

HRID 1253474
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반응식

HRID 1253474 반응식
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=[CH:4][CH:3]=1.[I:13]N1C(=O)CCC1=O.C(#N)C>C(OCC)(=O)C>[I:13][C:3]1[CH:4]=[N:5][N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[C:2]=1[CH3:1]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 120273N-IodosuccinimideHCID 589754692-(5-methyl-1H-pyrazol-1-yl)pyridine

생성물 1

HCID 672072292-(4-iodo-5-methyl-1H-pyrazol-1-yl)pyridine

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

2-(5-methyl-1H-pyrazol-1-yl)pyridine (100 mg, 0.63 mmol) and N-iodosuccinimide (212 mg, 0.942 mmol) were added to acetonitrile (5 ml). The reaction mixture was heated to 60° C. After 1 hour, the reaction mixture was diluted with ethyl acetate, washed with 1N aqueous sodium hydroxide and brine, then dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate/isohexane gradient) to afford 2-(4-iodo-5-methyl-1H-pyrazol-1-yl)pyridine. LRMS (ESI) calculated for C9H9IN3 [M+H]+, 286.0; found 286.0.

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후처리

  1. washwashed with 1N aqueous sodium hydroxide and brine
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel (ethyl acetate/isohexane gradient)

출처 및 근거

ORD 기록
ord-4609412c3d6b470e97dcc2a004a598e4
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08455477B2

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