6-Methyl-5-nitropyridin-2-amine → 6-methylpyridine-2,5-diamine

HRID 1519404Notes

Reaction equation

HRID 1519404 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-])=O>CO.C1COCC1.[Pd]>[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[NH2:9]

Participants

4

Reactant 1

HCID 2479766-Methyl-5-nitropyridin-2-amine

Product 1

HCID 27344216-methylpyridine-2,5-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

6-Methyl-5-nitropyridin-2-amine [CAS 22280-62-2] (0.38 g, 2.48 mmol) was hydrogenated at 50 psi with 10% Pd/C (0.35 g) in MeOH/THF (10 mL) overnight to give 6-methylpyridine-2,5-diamine as a light yellow solid.

Sources & evidence

ORD record
ord-998464530b6d4ecbb2f4c6b2ebfe7280
Source dataset
uspto-grants-2015_07
Patent number
US09073888B2

Reaction notes

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