3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole → 3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazole-4-amine

HRID 79402

反応式

HRID 79402 の反応式
[CH:1]1([C:4]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][C:11]=3[N+:13]([O-])=O)[N:6]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=3)[N:5]=2)[CH2:3][CH2:2]1>[Pd].C1(C)C=CC=CC=1>[CH:1]1([C:4]2[C:12]3[C:11]([NH2:13])=[CH:10][CH:9]=[CH:8][C:7]=3[N:6]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=3)[N:5]=2)[CH2:2][CH2:3]1

参加物

4

反応物 1

HCID 672608093-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole

生成物 1

HCID 672592723-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazole-4-amine収率 79.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 1140Toluene溶媒

反応条件

温度
75 °C

実験手順

3-Cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole (17.0 g, 55.1 mmol) and 10% Pd/C (1.2 g, 0.6 mmol) were added to toluene (170 mL) in an autoclave. The solution was stirred under 40 psi of H2 at 75° C. for 18 hours. The catalyst was removed by filtration through Celite® and the filter cake was rinsed with toluene (34 mL). The filtrate was concentrated to about 35 mL and heptane (85 mL) was added to the filtrate to precipitate the product which was collected by vacuum filtration and dried under vacuum for 18 hours to afford 3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amine (12.2 g).

後処理

  1. customThe catalyst was removed by filtration through Celite®
  2. washthe filter cake was rinsed with toluene (34 mL)
  3. concentrationThe filtrate was concentrated to about 35 mL and heptane (85 mL)
  4. additionwas added to the filtrate
  5. customto precipitate the product which
  6. filtrationwas collected by vacuum filtration
  7. customdried under vacuum for 18 hours

出典と根拠

ORDレコード
ord-8b1baa9a4c414152956b97c6f6e31739
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

関連ノート

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