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

HRID 2214193

反応式

HRID 2214193 の反応式
[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

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 242396-NitroindazoleHCID 24758Sodium hydride

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-bc7e56b1fbea4db89dd93f873744066b
出典データセット
uspto-grants-2006_09
特許番号
US07105682B2

関連ノート

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