HCID 58577265, compound → 3-N-methylpyridine-2,3-diamine

HRID 1044201Notes

Reaction equation

HRID 1044201 reaction equation
[CH2:1]([N:8](C)[C:9]1[C:10]([N+:15]([O-])=O)=[N:11][CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>CCO.[Pd]>[CH3:1][NH:8][C:9]1[C:10]([NH2:15])=[N:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 58577265HCID 58577265, compound

Product 1

HCID 122384043-N-methylpyridine-2,3-diamineYield 86.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of N-benzyl-N-methyl-2-nitropyridin-3-amine (2.6 g) and 10% Pd—C (0.569 g) in EtOH (50 mL) was hydrogenated under balloon pressure at room temperature over weekend. The catalyst was removed by filtration and the filtrate was concentrated in vacuo to give N3-methylpyridine-2,3-diamine (1.14 g) as pale yellow oil.

Workup

  1. waitwas hydrogenated under balloon pressure at room temperature over weekend
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-387d45d12b934fe5b1518fd703b66b46
Source dataset
uspto-grants-2013_10
Patent number
US08563575B2

Reaction notes

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