Methyl iodide → 1H-Indazole, 1-methyl-6-nitro-

HRID 2109604

반응식

HRID 2109604 반응식
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[N:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[H-].[Na+].[CH3:15]I>C1COCC1>[CH3:15][N:10]1[C:11]2[C:7](=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=2)[CH:8]=[N:9]1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 242396-NitroindazoleHCID 24758Sodium hydride

생성물 1

HCID 812901H-Indazole, 1-methyl-6-nitro-

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 6-nitroindazole (8 g) in THF (200 ml) was added NaH (2.5 g) at 0° C. The reaction was stirred for 30 min and MeI (3.7 ml) was added and stirred at RT overnight. The reaction was quenched with water and extracted with EtOAc twice, then was further purified by column chromatography to give 1-methyl-6-nitro-1H-indazole which was hydrogenated with an H2 atmosphere in the presence of Pd/C (400 mg) to give 1-methyl-6-amino-1H-indazole.

후처리

  1. stirringstirred at RT overnight
  2. customThe reaction was quenched with water
  3. extractionextracted with EtOAc twice
  4. customwas further purified by column chromatography

출처 및 근거

ORD 기록
ord-835a83ce04864bafa11613670aadab6b
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07514564B2

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