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

HRID 1522021ノート

反応式

HRID 1522021 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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)+.

後処理

  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)

出典と根拠

ORDレコード
ord-079cd6b40ffa4f1a8cab8042b6f6ecc9
出典データセット
uspto-grants-2015_07
特許番号
US09073922B2

反応ノート

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