3-Methoxy-2-nitropyridine → 2-Amino-3-methoxypyridine

HRID 509946Notes

Reaction equation

HRID 509946 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:9]([O-])=O)=[N:5][CH:6]=[CH:7][CH:8]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[C:4]([NH2:9])=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 5560633-Methoxy-2-nitropyridine

Product 1

HCID 99203842-Amino-3-methoxypyridineYield 98.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-Methoxy-2-nitro-pyridine (53, 7.00 g, 45.4 mmol) in 100 mL of methanol, was degassed and palladium (0.7 g, 20%) was added. The reaction was stirred at room temperature for one day under a hydrogen balloon. The reaction was filtered through celite and the filtrate concentrated under vacuum to provide the desired compound (54, 5.555 g). MS (ESI) [M+H+]+=125.3.

Workup

  1. filtrationThe reaction was filtered through celite
  2. concentrationthe filtrate concentrated under vacuum

Sources & evidence

ORD record
ord-9318cbde3ac744f2823c3446eebe84ba
Source dataset
uspto-grants-2015_08
Patent number
US09096593B2

Reaction notes

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