HCID 68539943, compound → 5-(4-Aminophenoxy)-2(1H)-pyridinone

HRID 1993529Notes

Reaction equation

HRID 1993529 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12](=[O:15])[NH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-])=O>CN1C(=O)N(C)CC1.[Ni]>[NH2:1][C:4]1[CH:17]=[CH:16][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12](=[O:15])[NH:11][CH:10]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 68539943HCID 68539943, compound

Product 1

HCID 586593975-(4-Aminophenoxy)-2(1H)-pyridinone

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 66611,3-Dimethyl-2-imidazolidinoneSolvent

Procedure

Hydrogenation of 3-(4-nitro-phenoxy)-1H-pyridin-6-one (Stage 93.2; 464 mg, 2.0 mmol) in DMEU (10 ml) in the presence of Raney Nickel (100 mg) affords after filtration and concentration of the filtrate the title compound: 1H-NMR (DMSO-d6): 11.2 (s, HN), 7.25 (dd, 1H), 7.11 (d, 1H), 6.68 (d, 2H), 6.51 (d, 2H), 6.35 (d, 1H), 4.87 (s, H2N).

Workup

  1. filtrationafter filtration and concentration of the filtrate the title compound

Sources & evidence

ORD record
ord-21312ad372b94e21b401817ca6abdefe
Source dataset
uspto-grants-2010_01
Patent number
US07652022B2

Reaction notes

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