Methyl iodide → 2-Methoxy-4-methylpyridin-3-amine

HRID 2257169Notes

Reaction equation

HRID 2257169 reaction equation
[N+:1]([C:4]1[C:5](=[O:11])[NH:6][CH:7]=[CH:8][C:9]=1[CH3:10])([O-])=O.[CH3:12]I>[Zn].C(O)(=O)C>[CH3:12][O:11][C:5]1[C:4]([NH2:1])=[C:9]([CH3:10])[CH:8]=[CH:7][N:6]=1

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 3453702-Hydroxy-4-methyl-3-nitropyridine

Product 1

HCID 103293612-Methoxy-4-methylpyridin-3-amine

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

3-Nitro-4-methyl-2-pyridone was methylated with methyl iodide and reduced with zinc and acetic acid to give 2-methoxy-3-amino-4-methylpyridine. This material was coupled with 2-(4-(1-methylpropyl)phenoxynonanoic acid according to the procedure of Example 25 to give the title compound.

Sources & evidence

ORD record
ord-28e5d5bd794a4ecabad2368405758128
Source dataset
uspto-grants-1997_08
Patent number
US05656634

Reaction notes

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