5-nitro-1-(pyridin-2-ylmethyl)-1H-indazole → 1-(Pyridin-2-ylmethyl)-1H-indazol-5-amine

HRID 38548

Reaction equation

HRID 38548 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[N:8]=[CH:7]2)([O-])=O>C(O)C.[Pt](=O)=O>[N:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH2:13][N:9]1[C:10]2[C:6](=[CH:5][C:4]([NH2:1])=[CH:12][CH:11]=2)[CH:7]=[N:8]1

Participants

4

Reactant 1

HCID 224961495-nitro-1-(pyridin-2-ylmethyl)-1H-indazole

Product 1

HCID 219523661-(Pyridin-2-ylmethyl)-1H-indazol-5-amine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of the compound from Example 60A (6.73 g, 26.5 mmol) in ethanol (70 mL) was stirred with platinum dioxide (200 mg) under a hydrogen atmosphere at normal pressure for 3 h. The catalyst was removed by suction filtration, and the solvent was removed in vacuo. The residue was triturated with tert-butyl methyl ether, and the product was collected by suction filtration to yield 5.1 g (86%) as white crystals.

Workup

  1. customThe catalyst was removed by suction filtration
  2. customthe solvent was removed in vacuo
  3. customThe residue was triturated with tert-butyl methyl ether
  4. filtrationthe product was collected by suction filtration
  5. customto yield 5.1 g (86%) as white crystals

Sources & evidence

ORD record
ord-90eb0bc831d741f39e86405fc8981e47
Source dataset
uspto-grants-2013_09
Patent number
US08524722B2

Linked notes

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