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

HRID 1627158
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HRID 1627158 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 C8H4FIN2O, 291; found, 291.5.

후처리

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

출처 및 근거

ORD 기록
ord-a73d16bc99b24174b6f9b3f72e5ae241
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08785429B2

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HCID 23665763
Sodium Bisulfite
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