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Triethylamine → 1-(2-Fluorophenyl)-5-iodo-1H-pyrazol-3-ylamine

HRID 83540
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HRID 83540 반응식
CC1[N:3]([C:8]2[CH:12]=[C:11]([I:13])[N:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[N:9]=2)C(C)=CC=1.[Cl-].O[NH3+].C(N(CC)CC)C>CCCCCC.C(OCC)(=O)C>[F:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[N:10]1[C:11]([I:13])=[CH:12][C:8]([NH2:3])=[N:9]1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 21645Hydroxylamine HClHCID 866803733-(2,5-dimethylpyrrol-1-yl)-1-(2-fluorophenyl)-5-iodo-1H-pyrazole

생성물 1

HCID 866803721-(2-Fluorophenyl)-5-iodo-1H-pyrazol-3-ylamine수율 62.4%

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

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온도
90 °C

실험 절차

To a solution of 3-(2,5-dimethylpyrrol-1-yl)-1-(2-fluorophenyl)-5-iodo-1H-pyrazole (1.23 g) in ethanol/water (2/1, 18 ml) were sequentially added hydroxylammonium chloride (4.47 g) and triethylamine (0.9 ml) at room temperature, and the mixture was stirred at 90° C. for 24 hours. This reaction mixture was cooled to room temperature, concentrated under reduced pressure. To the resulting residue was added a 8M aqueous solution of sodium hydroxide, and then the mixture was extracted with ethyl acetate. This organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1 to 1/1) to give the titled compound (0.61 g).

후처리

  1. customat room temperature
  2. temperatureThis reaction mixture was cooled to room temperature
  3. concentrationconcentrated under reduced pressure
  4. additionTo the resulting residue was added a 8M aqueous solution of sodium hydroxide
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThis organic layer was washed with a saturated aqueous solution of sodium chloride
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1 to 1/1)

출처 및 근거

ORD 기록
ord-10bb6928f08c4fd7afbbd1555a15c81a
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846746B2

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