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Acetonitrile → 5-cyclopropyl-4-iodo-1-phenyl-1H-pyrazole

HRID 1253483
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반응식

HRID 1253483 반응식
[CH:1]1([C:4]2[N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.[I:15]N1C(=O)CCC1=O.C(#N)C>C(OCC)(=O)C>[CH:1]1([C:4]2[N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:7]=[CH:6][C:5]=2[I:15])[CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 120273N-IodosuccinimideHCID 672067065-cyclopropyl-1-phenyl-1H-pyrazole

생성물 1

HCID 672072835-cyclopropyl-4-iodo-1-phenyl-1H-pyrazole

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
70 °C

실험 절차

5-cyclopropyl-1-phenyl-1H-pyrazole (200 mg, 1.09 mmol) and N-iodosuccinimide (366 mg, 1.63 mmol) were added to acetonitrile (5 ml). The reaction mixture was heated to 70° C. After 6 hours, 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/hexanes gradient) to afford 5-cyclopropyl-4-iodo-1-phenyl-1H-pyrazole.

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/hexanes gradient)

출처 및 근거

ORD 기록
ord-3c4a40280afd47c588d4e7037fe3d4d9
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08455477B2

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