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HCID 58170483、化合物 → 6-Bromo-1,3-dihydro-2H-pyrrolo(3,2-b)pyridin-2-one

HRID 1619118
ノート
印刷プレビュー

反応式

HRID 1619118 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([N+:29]([O-])=O)[C:5]([CH:8](C(OCC2C=CC=CC=2)=O)[C:9](OCC2C=CC=CC=2)=[O:10])=[N:6][CH:7]=1>C(O)(=O)C.[Fe]>[Br:1][C:2]1[CH:3]=[C:4]2[NH:29][C:9](=[O:10])[CH2:8][C:5]2=[N:6][CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 58170483HCID 58170483、化合物

生成物 1

HCID 469416416-Bromo-1,3-dihydro-2H-pyrrolo(3,2-b)pyridin-2-one収率 54%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
120 °C

実験手順

Iron dust (0.82 g, 14.60 mmol) was added to a solution of dibenzyl 2-(5-bromo-3-nitropyridin-2-yl)malonate (preparation 30b, 1.78 g, 3.70 mmol) in glacial acetic acid (50 mL) and the mixture was heated with stirring to 120° C. After 7 hours, the mixture was cooled and left to stand overnight. The reaction was poured onto ice-water and extracted first with ethyl acetate and then with chloroform. The combined organic extract was washed with brine, dried (MgSO4) and evaporated in vacuo. Purification of the residue by flash chromatography (98:2 dichloromethane/methanol) gave the title compound (0.42 g, 54%) as a pink solid.

後処理

  1. temperaturethe mixture was heated
  2. temperaturethe mixture was cooled
  3. waitleft
  4. waitto stand overnight
  5. additionThe reaction was poured onto ice-water
  6. extractionextracted first with ethyl acetate
  7. extractionThe combined organic extract
  8. washwas washed with brine
  9. dry with materialdried (MgSO4)
  10. customevaporated in vacuo
  11. customPurification of the residue by flash chromatography (98:2 dichloromethane/methanol)

出典と根拠

ORDレコード
ord-e0021141d6d1470cba48d4cbfb7b5c28
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08772288B2

反応ノート

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