Acetic Anhydride → 4-Amino-2-hydroxymethyl-3-methoxypyridine

HRID 1856272Notes

Reaction equation

HRID 1856272 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][N+:7]([O-])=[C:6]([CH3:11])[C:5]=1[O:12][CH3:13])([O-])=O.[H][H].C(OC(=O)C)(=[O:18])C>[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([CH2:11][OH:18])[C:5]=1[O:12][CH3:13]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 151634563-Methoxy-2-methyl-4-nitropyridine 1-oxideHCID 178418361HCID 178418361, compound

Product 1

HCID 204742014-Amino-2-hydroxymethyl-3-methoxypyridine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4-Nitro-3-methoxy-2-methylpyridine N-oxide is heated in acetic anhydride and the purified product is deacetylated and reduced with hydrogen and palladium on charcoal to give 4-amino-2-hydroxymethyl-3-methoxypyridine.

Sources & evidence

ORD record
ord-bba10e1de91940558e29c0e3b5e412bf
Source dataset
uspto-grants-1980_08
Patent number
US04218452

Reaction notes

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