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

HRID 1619118
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HRID 1619118 반응식
[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
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참가 물질

4

반응물 1

HCID 58170483HCID 58170483, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

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온도
120 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e0021141d6d1470cba48d4cbfb7b5c28
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772288B2

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