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

HRID 587497Notes

Reaction equation

HRID 587497 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-5f5b2d67b8434796a33c7e1d471a6136
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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