Imidazo(1,2-a)pyridine, 2-(p-nitrophenyl)- → 4-(Imidazo[1,2-a]pyridin-2-yl)aniline

HRID 1914810Notes

Reaction equation

HRID 1914810 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][N:13]3[CH:18]=2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.C(OCC)(=O)C.[Ni]>[N:11]1[C:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)=[CH:18][N:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=12

Participants

5

Reactant 1

HCID 201134Imidazo(1,2-a)pyridine, 2-(p-nitrophenyl)-

Product 1

HCID 6969364-(Imidazo[1,2-a]pyridin-2-yl)aniline

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4.50 g (18.8 mmol) 2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine and 0.45 g Raney-Nickel are stirred at RT under hydrogen (50 psi) in 50 mL ethanol and 50 mL ethyl acetate. The mixture is filtered and the solvent is evaporated.

Workup

  1. filtrationThe mixture is filtered
  2. customthe solvent is evaporated

Sources & evidence

ORD record
ord-05eb21efd5b940019ffc25c7d8f64c74
Source dataset
uspto-grants-2013_12
Patent number
US08614238B2

Reaction notes

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