N,6-Dimethyl-5-nitropyridin-2-amine → HCID 55285663, compound

HRID 448829Notes

Reaction equation

HRID 448829 reaction equation
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([CH3:9])[C:6]([N+:10]([O-])=O)=[CH:5][CH:4]=1.[H][H]>CO.[Pd]>[CH3:1][NH:2][C:3]1[N:8]=[C:7]([CH3:9])[C:6]([NH2:10])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 13567018N,6-Dimethyl-5-nitropyridin-2-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 55285663HCID 55285663, compoundYield 100.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 0.4 g (2.39 mmol) of 6-methylamino-2-methyl-3-nitropyridine (Prace Naukowe Akedimii Ekonomicznej imienia Oskara Langego we Wroclawiu (1988), 435, 119-28) and 0.1 g of 10% palladium-on-charcoal in 50 ml of methanol is stirred at 20° C. for 6 hours under 4 atmospheres of hydrogen. The reaction mixture is subsequently filtered through a celite plug and then concentrated under reduced pressure. 0.33 g of the expected product is thus isolated in the form of an oil which will be used as is in the continuation of the synthesis.

Workup

  1. filtrationThe reaction mixture is subsequently filtered through a celite plug
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8775e7249f7f4bb787084266c88fec9f
Source dataset
uspto-grants-2013_07
Patent number
US08481745B2

Reaction notes

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