HCID 68697309, compound → HCID 68693629, compound

HRID 2236712Notes

Reaction equation

HRID 2236712 reaction equation
[CH3:1][N:2]([CH:12]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13]1)[C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][CH:4]=1>C(O)C.[Pd]>[CH3:1][N:2]([CH:12]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13]1)[C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 68697309HCID 68697309, compound

Product 1

HCID 68693629HCID 68693629, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of methyl-(1-methyl-pyrrolidin-3-yl)-(4-nitro-phenyl)-amine (0.25 g, 1.1 mmol) in ethanol (20 mL) is hydrogenated overnight at atmospheric pressure over 10% Pd/C. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to give N-methyl-N-(1-methyl-pyrrolidin-3-yl)-benzene-1,4-diamine as a dark oil (0.21 g, 95%).

Workup

  1. filtrationThe mixture is filtered through a pad of diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9f2034e22246446cb1e172d635ce4221
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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