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

HRID 83540
ノート
印刷プレビュー

反応式

HRID 83540 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 21226206Ethyl acetate hexane溶媒

反応条件

温度
90 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-10bb6928f08c4fd7afbbd1555a15c81a
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846746B2

反応ノート

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