Potassium Carbonate → HCID 59225435, compound

HRID 492249Notes

Reaction equation

HRID 492249 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][N:8]([CH3:13])[CH2:9][CH2:10][NH:11][CH3:12].Br[C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][N:16]=1>CN(C=O)C>[CH3:7][N:8]([CH3:13])[CH2:9][CH2:10][N:11]([CH3:12])[C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][N:16]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 782402-Bromo-5-nitropyridine

Product 1

HCID 59225435HCID 59225435, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

Potassium carbonate (2.0 g) and N,N,N′-trimethylethylenediamine (1.1 g) were added to a DMF solution (20 mL) of 2-bromo-5-nitropyridine (2.0 g), and stirred at 80° C. for 2 hours. The solvent was evaporated off under reduced pressure from the reaction liquid, and the resulting residue was purified through silica gel column chromatography (chloroform/methanol=500/5 to 500/10) to obtain N-[2-(dimethylamino)ethyl]-N-methyl-N-(5-nitro-2-pyridinyl)amine (1.35 g) as an yellow oily substance.

Workup

  1. customThe solvent was evaporated off under reduced pressure from the reaction liquid
  2. customthe resulting residue was purified through silica gel column chromatography (chloroform/methanol=500/5 to 500/10)

Sources & evidence

ORD record
ord-1dfabc62fa9246ecb1c8200139dcb958
Source dataset
uspto-grants-2009_05
Patent number
US07531668B2

Reaction notes

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