2-Amino-6-methoxy-3-nitropyridine → 2,3-Diamino-6-methoxypyridine

HRID 1943174Notes

Reaction equation

HRID 1943174 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([NH2:9])[C:6]([N+:10]([O-])=O)=[CH:5][CH:4]=1.[H][H]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[N:8]=[C:7]([NH2:9])[C:6]([NH2:10])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 38524282-Amino-6-methoxy-3-nitropyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 30239202,3-Diamino-6-methoxypyridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6-(Methyloxy)-3-nitro-2-pyridinamine (26 g, 129 mmol) was suspended in ethanol (500 ml) at room temperature under argon and then treated with palladium on carbon (15 g, 14.10 mmol) (10% paste). The reaction was stirred under 1 atm of hydrogen overnight. The reaction was filtered through a Celite pad and the pad washed with ethanol (500 ml). Ethanol was evaporated to afford the product as a purple oil (20.68 g, slightly impure).

Workup

  1. filtrationThe reaction was filtered through a Celite pad
  2. washthe pad washed with ethanol (500 ml)
  3. customEthanol was evaporated

Sources & evidence

ORD record
ord-2e4c9b0c73f0405fb55a076090037ad5
Source dataset
uspto-grants-2013_03
Patent number
US08389524B2

Reaction notes

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