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Iodine → 5-fluoro-3-iodo-1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde

HRID 1968254
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HRID 1968254 반응식
[F:1][C:2]1[CH:7]=[N:6][C:5]2[NH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[CH:11]=[O:12].[I:13]I.[I-].[Na+].[OH-].[Na+]>CCO.OS([O-])=O.[Na+]>[F:1][C:2]1[CH:7]=[N:6][C:5]2[NH:8][CH:9]=[C:10]([I:13])[C:4]=2[C:3]=1[CH:11]=[O:12]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 807IodineHCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 497616231H-Pyrrolo[2,3-b]pyridine-4-carboxaldehyde, 5-fluoro-

생성물 1

HCID 866542075-fluoro-3-iodo-1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde수율 151%

시약·촉매·용매 2

HCID 702Ethanol용매

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온도
25 °C

실험 절차

To a solution of 5-fluoro-1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde (2.45 g, 14.93 mmol) in EtOH (20 mL) was added iodine (4.55 g, 17.91 mmol), sodium iodide (2.68 g, 17.91 mmol) and aqueous NaOH (1N, 15 mL). The reaction mixture was stirred for 4 h at 25° C. and diluted with aqueous NaHSO3 (0.1N). An orange precipitate was collected by filtration and dried under vacuum to afford the title compound as a yellow solid (6.54 g, 82%). [M+H] calc'd for C8H4F1N2O, 291; found, 291.5.

후처리

  1. filtrationAn orange precipitate was collected by filtration
  2. customdried under vacuum

출처 및 근거

ORD 기록
ord-4e2fb422f9cf464981dd4d9da251d01d
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08420816B2

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HCID 23665763
Sodium Bisulfite
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