2-Methoxy-3-nitro-5-ethyl-6-methylpyridine → 2-Methoxy-3-amino-5-ethyl-6-methylpyridine

HRID 1033006Notes

Reaction equation

HRID 1033006 reaction equation
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][C:6]([CH2:12][CH3:13])=[C:5]([CH3:14])[N:4]=1>CO.O1CCCC1.[Pd]>[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][C:6]([CH2:12][CH3:13])=[C:5]([CH3:14])[N:4]=1

Participants

5

Reactant 1

HCID 104652702-Methoxy-3-nitro-5-ethyl-6-methylpyridine

Product 1

HCID 103747942-Methoxy-3-amino-5-ethyl-6-methylpyridineYield 98%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-methoxy-3-nitro-5-ethyl-6-methylpyridine (535 mg, 2.72 mmol) in methanol (8 mL) and tetrahydrofuran (8 mL) containing 5% palladium on carbon (83 mg) was hydrogenated at atmospheric pressure for 5 hours. The catalyst was filtered off the solvent evaporated to yield 436 mg (98%) of oily product.

Workup

  1. filtrationThe catalyst was filtered off the solvent
  2. customevaporated

Sources & evidence

ORD record
ord-43607c74710f483782df876a5943b4f2
Source dataset
uspto-grants-1994_05
Patent number
US05308854

Reaction notes

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