1h-Indazole,5-(2-fluoro-4-nitrophenoxy)- → 5-(4-Amino-2-fluorophenoxy)-1H-indazole

HRID 16400

Reaction equation

HRID 16400 reaction equation
[F:1][C:2]1[CH:17]=[C:16]([N+:18]([O-])=O)[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][N:9]=[CH:8]2>C(O)C.[Pt](=O)=O>[NH2:18][C:16]1[CH:15]=[CH:14][C:3]([O:4][C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[NH:10][N:9]=[CH:8]3)=[C:2]([F:1])[CH:17]=1

Participants

4

Reactant 1

HCID 179793521h-Indazole,5-(2-fluoro-4-nitrophenoxy)-

Product 1

HCID 179792715-(4-Amino-2-fluorophenoxy)-1H-indazole

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

1.96 g (7.17 mmol) of 5-(2-fluoro-4-nitrophenoxy)-1H-indazole (from example IX) are dissolved in 50 ml of ethanol. 0.16 g (0.71 mmol) of platinum(IV) oxide are added, and the mixture is hydrogenated at room temperature under atmospheric pressure for two hours. For work-up, the mixture is filtered off with suction through kieselguhr, the filtercake is washed with ethanol and the filtrate is concentrated.

Workup

  1. filtrationFor work-up, the mixture is filtered off with suction through kieselguhr
  2. washthe filtercake is washed with ethanol
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-3e74fb33fe794c9e957f1e5cbd993fc7
Source dataset
uspto-grants-2010_06
Patent number
US07737153B2

Linked notes

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