N-{4-[4-(methylamino)-3-nitrophenoxy](2-pyridyl)}-2-(4-methylpiperidyl)acetamide → N-{4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}-2-(4-methylpiperidyl)acetamide

HRID 30816Notes

Reaction equation

HRID 30816 reaction equation
[CH3:1][NH:2][C:3]1[CH:26]=[CH:25][C:6]([O:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15](=[O:24])[CH2:16][N:17]3[CH2:22][CH2:21][CH:20]([CH3:23])[CH2:19][CH2:18]3)[CH:9]=2)=[CH:5][C:4]=1[N+:27]([O-])=O>[Pd]>[NH2:27][C:4]1[CH:5]=[C:6]([CH:25]=[CH:26][C:3]=1[NH:2][CH3:1])[O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15](=[O:24])[CH2:16][N:17]2[CH2:18][CH2:19][CH:20]([CH3:23])[CH2:21][CH2:22]2)[CH:9]=1

Participants

3

Reactant 1

HCID 59790224N-{4-[4-(methylamino)-3-nitrophenoxy](2-pyridyl)}-2-(4-methylpiperidyl)acetamide

Product 1

HCID 59789988N-{4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}-2-(4-methylpiperidyl)acetamide

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

N-{4-[4-(methylamino)-3-nitrophenoxy](2-pyridyl)}-2-(4-methylpiperidyl)acetamide was hydrogenated in the presence of Pd/C for 4 hours. The catalyst was removed via filtration and filtrate was concentrated to give N-{4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}-2-(4-methylpiperidyl)acetamide. MS: MH+=370.2.

Workup

  1. customThe catalyst was removed via filtration and filtrate
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-5bb1dccddf124c62b2b4a58fb352cc00
Source dataset
uspto-grants-2008_09
Patent number
US07423150B2

Reaction notes

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