Ammonium Chloride → 3-cyclopropyl-1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-amine

HRID 79397

反応式

HRID 79397 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:21]=[CH:20][N:19]([CH:22]([CH3:24])[CH3:23])[N:18]=3)[N:5]=2)[CH2:3][CH2:2]1.[Cl-].[NH4+]>[Fe].CCO.O>[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:21]=[CH:20][N:19]([CH:22]([CH3:24])[CH3:23])[N:18]=3)[N:5]=2)[CH2:2][CH2:3]1

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 672599083-cyclopropyl-1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-4-nitro-1H-indazole

生成物 1

HCID 672610713-cyclopropyl-1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-amine収率 83.1%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 19096565Water ethanol溶媒

実験手順

To a mixture of 3-cyclopropyl-1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-4-nitro-1H-indazole (1.08 g, 3.32 mmol), ammonium chloride (88.8 mg, 1.66 mmol) in 4:1 EtOH/water (15 mL) was added iron powder (1.85 g, 33.2 mmol) and the mixture was heated at reflux for 3 hours. The solvent was removed under reduced pressure and the residue was mixed with in EtOAc/water and filtered through GF/F paper. The organic phase was separated and concentrated under reduced pressure to provide 3-cyclopropyl-1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-amine (0.815 g, 83% yield) as a yellow solid.

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 3 hours
  3. customThe solvent was removed under reduced pressure
  4. additionthe residue was mixed with in EtOAc/water
  5. filtrationfiltered through GF/F paper
  6. customThe organic phase was separated
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-231917304cd04b4a95867e8cf4475832
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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