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

HRID 1516390Notes

Reaction equation

HRID 1516390 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-b642c057e7aa4701a3d5057d2191e32f
Source dataset
uspto-grants-2012_07
Patent number
US08227489B2

Reaction notes

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