Ethanol → 3-Amino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one

HRID 547681Notes

Reaction equation

HRID 547681 reaction equation
C(O)C.[N+:4]([C:7]1[C:8](=[O:25])[N:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:12]=1)([O-])=O>[H][H].[C].[Pd]>[NH2:4][C:7]1[C:8](=[O:25])[N:9]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:12]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 223189563-Nitro-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one

Product 1

HCID 223191193-Amino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-oneYield 83.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 178418361HCID 178418361, compoundSolvent

Procedure

100 mg of 10% palladium-carbon was added to 20 ml of an ethanol solution containing 546 mg of 3-nitro-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-one, followed by stirring overnight in hydrogen atmosphere. The reaction mixture was filtered through silica gel and concentrated, to give 411 mg of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through silica gel
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-68c697d7bc9844fe8a8fa3c6536ada57
Source dataset
uspto-grants-2011_05
Patent number
US07939549B2

Reaction notes

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