Methyl 5-(4-nitrophenoxy)pyridine-3-carboxylate → 5-(4-Aminophenoxy)nicotinic acid methyl ester

HRID 1915679Notes

Reaction equation

HRID 1915679 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][CH:8]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=2)[CH:10]=1)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][CH:8]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=2)[CH:10]=1)=[O:4]

Participants

4

Reactant 1

HCID 22040734Methyl 5-(4-nitrophenoxy)pyridine-3-carboxylate

Product 1

HCID 220406065-(4-Aminophenoxy)nicotinic acid methyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The mixture containing methyl-5-(4-nitrophenoxy)pyridine-3-carboxylate in methanol with catalytic amount of 10% Pd/C was hydrogenated to yield methyl5-[4-aminophenoxy]pyridine-3-carboxylate. MS: MH+=244.

Sources & evidence

ORD record
ord-4407651bbf0147bca4a2a6e1d6455ba5
Source dataset
uspto-grants-2013_12
Patent number
US08614330B2

Reaction notes

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