Sodium Carbonate → 4-Bromo-1H-indole-2-carbonitrile

HRID 2066451노트

반응식

HRID 2066451 반응식
P(Cl)(Cl)(Cl)=O.[Br:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH:9]=[C:10]([C:16]([NH2:18])=O)[NH:11]2.C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1>[Br:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH:9]=[C:10]([C:16]#[N:18])[NH:11]2

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 591512734-bromo-1H-indole-2-carboxamide

생성물 1

HCID 591513014-Bromo-1H-indole-2-carbonitrile수율 82.3%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Phosphorous oxychloride (1.9 mL, 20 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid amide (1.32 g, 5.5 mmol.) in toluene (10 mL) and the mixture was stirred at reflux for 45 min. On cooling, the mixture was poured into an aqueous Na2CO3 solution (sat., 50 mL) and the mixture stirred until effervescence had subsided. The layers were separated, the aqueous phase extracted with EtOAc and the combined organic layers dried (MgSO4) and evaporated to dryness. The crude material was purified by column chromatography to afford the title compound as a solid (1.00 g, 82%).

후처리

  1. temperatureat reflux for 45 min
  2. temperatureOn cooling
  3. stirringthe mixture stirred until effervescence
  4. customThe layers were separated
  5. extractionthe aqueous phase extracted with EtOAc
  6. dry with materialthe combined organic layers dried (MgSO4)
  7. customevaporated to dryness
  8. customThe crude material was purified by column chromatography

출처 및 근거

ORD 기록
ord-cf745d93a0bc452097c1759ab18bb8c3
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08293735B2

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