HCID 69002618, compound → N-(4-(5-amino-2-methoxy-4-(methylamino)phenoxy)pyridin-2-yl)acetamide

HRID 30810Notes

Reaction equation

HRID 30810 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[C:18]([NH:20][CH3:21])[C:17]([N+:22]([O-])=O)=[CH:16][C:4]=1[O:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([NH:12][C:13](=[O:15])[CH3:14])[CH:7]=1>CO.[Pd]>[NH2:22][C:17]1[C:18]([NH:20][CH3:21])=[CH:19][C:3]([O:2][CH3:1])=[C:4]([CH:16]=1)[O:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([NH:12][C:13](=[O:15])[CH3:14])[CH:7]=1

Participants

4

Reactant 1

HCID 69002618HCID 69002618, compound

Product 1

HCID 69004947N-(4-(5-amino-2-methoxy-4-(methylamino)phenoxy)pyridin-2-yl)acetamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The mixture containing N-(4-(2-methoxy-4-(methylamino)-5-nitrophenoxy)pyridin-2-yl)acetamide in methanol with a catalytic amount of 10% Pd/C poisoned with lead was hydrogenated until the disappearance of the yellow color. The reaction was then filtered to remove the catalyst and concentrated to yield N-(4-(5-amino-2-methoxy-4-(methylamino)phenoxy)pyridin-2-yl)acetamide. HPLC=2.25 min; MS: MH+=303.

Workup

  1. filtrationThe reaction was then filtered
  2. customto remove the catalyst
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-97b45c54026c4e009b14ee76f8927cf2
Source dataset
uspto-grants-2008_09
Patent number
US07423150B2

Reaction notes

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