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

HRID 40860

反応式

HRID 40860 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 24463Copper sulfate pentahydrate触媒HCID 8857Ethyl Acetate溶媒

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-3922a1d6c350499993d460cc3cc0efb4
出典データセット
uspto-grants-2013_09
特許番号
US08530489B2

関連ノート

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