N-Iodosuccinimide → 4-Chloro-5-fluoro-3-iodo-1H-pyrrolo[2,3-b]pyridine

HRID 1522021노트

반응식

HRID 1522021 반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]2[NH:9][CH:10]=[CH:11][C:3]=12.[I:12]N1C(=O)CCC1=O>CN(C)C=O>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]2[NH:9][CH:10]=[C:11]([I:12])[C:3]=12

참가 물질

4

반응물 2

HCID 120273N-IodosuccinimideHCID 497616114-Chloro-5-fluoro-1H-pyrrolo(2,3-b)pyridine

생성물 1

HCID 497616274-Chloro-5-fluoro-3-iodo-1H-pyrrolo[2,3-b]pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-chloro-5-fluoro-1H-pyrrolo[2,3-b]pyridine (1.8 g, 10.5 mmol) in N,N-dimethylformamide (25 mL) at 0° C. was added N-iodosuccinimide (2.37 g, 10.55 mmol). The mixture was slowly brought to room temperature, quenched with brine and extracted with ethyl acetate (twice). The organic phase was concentrated and purified by column chromatography (silica gel, 30% ethyl acetate in hexane) to afford the title compound. MS (ESI+) m/z 297 (M+H)+.

후처리

  1. customwas slowly brought to room temperature
  2. customquenched with brine
  3. extractionextracted with ethyl acetate (twice)
  4. concentrationThe organic phase was concentrated
  5. custompurified by column chromatography (silica gel, 30% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-079cd6b40ffa4f1a8cab8042b6f6ecc9
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073922B2

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