n-{4-[4-(Methylamino)-3-nitrophenoxy](2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamide → n-{4-[3-Amino-4-(methylamino)phenoxy] (2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamide

HRID 30793Notes

Reaction equation

HRID 30793 reaction equation
[CH3:1][NH:2][C:3]1[CH:27]=[CH:26][C:6]([O:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]([NH:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[O:16])[CH:9]=2)=[CH:5][C:4]=1[N+:28]([O-])=O>CO.[Pd]>[NH2:28][C:4]1[CH:5]=[C:6]([CH:26]=[CH:27][C:3]=1[NH:2][CH3:1])[O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]([NH:17][CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[O:16])[CH:9]=1

Participants

4

Reactant 1

HCID 59790251n-{4-[4-(Methylamino)-3-nitrophenoxy](2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamide

Product 1

HCID 69006155n-{4-[3-Amino-4-(methylamino)phenoxy] (2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a flask containing N-{4-[4-(methylamino)-3-nitrophenoxy](2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamide in methanol was added a catalytic amount of 10% Pd/C and hydrogenated to yield in quantitative amount N-{4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamide. MS: MH+=387.

Sources & evidence

ORD record
ord-9225ca72b7f24057b2a618b7293a393b
Source dataset
uspto-grants-2008_09
Patent number
US07423150B2

Reaction notes

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