N-Iodosuccinimide → 4-bromo-3-iodo-2-methyl-1H-pyrrolo[2,3-b]pyridine

HRID 331010ノート

反応式

HRID 331010 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][C:9]([CH3:11])=[CH:10][C:3]=12.C1C(=O)N([I:19])C(=O)C1>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][C:9]([CH3:11])=[C:10]([I:19])[C:3]=12

参加物

4

反応物 2

HCID 120273N-IodosuccinimideHCID 529877864-Bromo-2-methyl-1H-pyrrolo(2,3-b)pyridine

生成物 1

HCID 710901934-bromo-3-iodo-2-methyl-1H-pyrrolo[2,3-b]pyridine収率 93%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a mixture of 4-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine (D24) (1.65 g, 7.82 mmol) in DCM (70 mL) was added NIS (1.935 g, 8.60 mmol) at 0° C. and the mixture was stirred for 1.5 hour at 0° C. The mixture was evaporated in vacuo. DCM (ca. 20 mL) was added to the residue. The formed precipitate was filtered, rinsed with DCM to give the title compound (2.45 g). LCMS (A): m/z (M+H)+ 337/339, C8H6BrIN2 requires 336/338 (acidic).

後処理

  1. customThe mixture was evaporated in vacuo
  2. additionDCM (ca. 20 mL) was added to the residue
  3. filtrationThe formed precipitate was filtered
  4. washrinsed with DCM

出典と根拠

ORDレコード
ord-864ac5436dfa4d54a94e5208c668edf3
出典データセット
uspto-grants-2014_11
特許番号
US08877742B2

反応ノート

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