{4-[2-Methoxy-4-(methylamino)-5-nitrophenoxy] (2-pyridyl)}-n-methylcarboxamide → {4-[3-Amino-6-methoxy-4-(methylamino)phenoxy](2-pyridyl)}-n-methylcarboxamide

HRID 1790708Notes

Reaction equation

HRID 1790708 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]([C:12]([NH:14][CH3:15])=[O:13])[CH:7]=1>CO.[Pd]>[NH2:22][C:17]1[CH:16]=[C:4]([C:3]([O:2][CH3:1])=[CH:19][C:18]=1[NH:20][CH3:21])[O:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([C:12]([NH:14][CH3:15])=[O:13])[CH:7]=1

Participants

4

Reactant 1

HCID 131725843{4-[2-Methoxy-4-(methylamino)-5-nitrophenoxy] (2-pyridyl)}-n-methylcarboxamide

Product 1

HCID 58385465{4-[3-Amino-6-methoxy-4-(methylamino)phenoxy](2-pyridyl)}-n-methylcarboxamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of {4-[2-methoxy-4-(methylamino)-5-nitrophenoxy](2-pyridyl)}-N-methylcarboxamide. In methanol was hydrogenated with 10% Pd/C. The catalyst was filtered off and the solvent was concentrated to yield {4-[3-amino-6-methoxy-4-(methylamino)phenoxy](2-pyridyl)}-N-methylcarboxamide. MS :MH+: 302.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe solvent was concentrated

Sources & evidence

ORD record
ord-ece00de1a8ae45ebb41ea31a86d1e23b
Source dataset
uspto-grants-2006_07
Patent number
US07071216B2

Reaction notes

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