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

HRID 331010노트

반응식

HRID 331010 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-864ac5436dfa4d54a94e5208c668edf3
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877742B2

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