Ammonium Hydroxide → 1H-pyrrolo(2,3-b)pyridin-5-amine

HRID 40860

반응식

HRID 40860 반응식
Br[C:2]1[CH:3]=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[OH-].[NH4+:12]>CCOC(C)=O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[NH:8]1[C:5]2=[N:6][CH:7]=[C:2]([NH2:12])[CH:3]=[C:4]2[CH:10]=[CH:9]1

참가 물질

5

반응물 2

HCID 14923Ammonium HydroxideHCID 103079325-bromo-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 117151871H-pyrrolo(2,3-b)pyridin-5-amine수율 63%

시약·촉매·용매 2

HCID 24463Copper sulfate pentahydrate촉매HCID 8857Ethyl Acetate용매

실험 절차

5-bromo-1H-pyrrolo[2,3-b]pyridine (6.0 g, 30.45 mmol) in ammonium hydroxide (120 mL) was treated with copper sulphate pentahydrate (1.50 g, 6.09 mmol, 0.2 eq) and heated in a sealed tube overnight. The reaction was diluted with EtOAc and the insoluble black solid was filtered off. The filtrate was extracted (EtOAc/Water) and the organic layer washed with saturated aqueous ammonium chloride, followed by water and brine. The organics were dried over magnesium sulphate, filtered and evaporated to dryness to give the product as a pale brown solid (2.57 g, 63%)

후처리

  1. temperatureheated in a sealed tube overnight
  2. filtrationthe insoluble black solid was filtered off
  3. extractionThe filtrate was extracted (EtOAc/Water)
  4. washthe organic layer washed with saturated aqueous ammonium chloride
  5. dry with materialThe organics were dried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-3922a1d6c350499993d460cc3cc0efb4
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530489B2

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