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

HRID 587482Notes

Reaction equation

HRID 587482 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-34859ebe7278462480862df090b5c328
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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