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3,3-dibromo-6-chloro-1H,2H,3H-pyrrolo(3,2-c)pyridin-2-one → 6-Chloro-1,3-dihydro-2H-pyrrolo[3,2-c]pyridin-2-one

HRID 1619123
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HRID 1619123 반응식
Br[C:2]1(Br)[C:6]2[CH:7]=[N:8][C:9]([Cl:11])=[CH:10][C:5]=2[NH:4][C:3]1=[O:12]>C(O)(=O)C.CO.[Zn]>[Cl:11][C:9]1[N:8]=[CH:7][C:6]2[CH2:2][C:3](=[O:12])[NH:4][C:5]=2[CH:10]=1
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참가 물질

5

반응물 1

HCID 751762053,3-dibromo-6-chloro-1H,2H,3H-pyrrolo(3,2-c)pyridin-2-one

생성물 1

HCID 247292216-Chloro-1,3-dihydro-2H-pyrrolo[3,2-c]pyridin-2-one수율 95.2%

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

To a solution of 3,3-dibromo-6-chloro-1,3-dihydro-2H-pyrrolo[3,2-c]pyridin-2-one (preparation 36d, 1.14 g, 3.49 mmol) in acetic acid (35 mL) was added zinc dust (2.23 g, 34.10 mmol) in one portion and the mixture was stirred at room temperature for 50 minutes. The mixture was diluted with methanol and filtered through a fine frit. The filtrate was evaporated under reduced pressure and the residue was purified by flash chromatography (95:5 dichloromethane/methanol) to give the title compound (0.56 g, 91%) as a white solid.

후처리

  1. filtrationfiltered through a fine frit
  2. customThe filtrate was evaporated under reduced pressure
  3. customthe residue was purified by flash chromatography (95:5 dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-3399c7da341b47509f28ee7f1629f686
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772288B2

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