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

HRID 2212714

반응식

HRID 2212714 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-3d815f6a90f44c38b10d5ff34d0c5d05
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07102009B2

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