Triethylamine → HCID 86680375, 화합물

HRID 83544노트

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HRID 83544 반응식
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

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 21645Hydroxylamine HClHCID 86680376HCID 86680376, 화합물

생성물 1

HCID 86680375HCID 86680375, 화합물수율 64%

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

반응 조건

온도
95 °C

실험 절차

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).

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 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)

출처 및 근거

ORD 기록
ord-e79e609dee64437a932e0d8e38630821
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846746B2

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