2-(5-methylpyridin-2-yl)-5-nitro-2H-indazole → HCID 58577469, compound

HRID 82563Notes

Reaction equation

HRID 82563 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([N+:17]([O-])=O)=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[N:6][CH:7]=1.CC1C=CC(N2C=C3C(C=CC([N+]([O-])=O)=C3)=N2)=NC=1>CCO.[Pd]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([NH2:17])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[N:6][CH:7]=1

Participants

5

Reactant 2

HCID 671260512-(5-methylpyridin-2-yl)-5-nitro-2H-indazoleHCID 67126947HCID 67126947, compound

Product 1

HCID 58577469HCID 58577469, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The mixture of 1-(5-methylpyridin-2-yl)-5-nitro-1H-indazole and 2-(5-methylpyridin-2-yl)-5-nitro-2H-indazole was dissolved in EtOH (20 mL), and 10% Pd/C (250 mg) was added. Under H2 atmosphere, the mixture was stirred at room temperature for 12 h, filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with AcOEt/Hexane to give the title compound as white crystals (76 mg).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customThe residue was chromatographed on silica gel eluting with AcOEt/Hexane

Sources & evidence

ORD record
ord-56c2788e96d943dbaa9eec6e532667f1
Source dataset
uspto-grants-2014_09
Patent number
US08846713B2

Reaction notes

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