Triethylamine → HCID 86680375、化合物

HRID 83544ノート

反応式

HRID 83544 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][C:17]([F:20])=[CH:16][CH:15]=3)[N:9]=2)C(C)=CC=1.[Cl-].O[NH3+].C(N(CC)CC)C>CCCCCC.C(OCC)(=O)C>[F:20][C:17]1[CH:16]=[CH:15][C:14]([N:10]2[C:11]([I:13])=[CH:12][C:8]([NH2:3])=[N:9]2)=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 21645Hydroxylamine HClHCID 86680376HCID 86680376、化合物

生成物 1

HCID 86680375HCID 86680375、化合物収率 64%

試薬・触媒・溶媒 1

HCID 21226206Ethyl acetate hexane溶媒

反応条件

温度
95 °C

実験手順

To a suspension of 3-(2,5-dimethylpyrrol-1-yl)-1-(4-fluorophenyl)-5-iodo-1H-pyrazole (625 mg) in ethanol/water (2/1, 12.5 ml) were sequentially added hydroxylammonium chloride (2.28 g) and triethylamine (0.46 ml) at room temperature, and the mixture was stirred at 95° C. for 15 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 sequentially washed with water and 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=1/1) to give the titled compound (318 mg).

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 sequentially washed with water
  7. dry with materiala saturated aqueous solution of sodium chloride, dried 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=1/1)

出典と根拠

ORDレコード
ord-e79e609dee64437a932e0d8e38630821
出典データセット
uspto-grants-2014_09
特許番号
US08846746B2

反応ノート

読み込み中…