Potassium Carbonate → HCID 43152698, compound

HRID 1672356Notes

Reaction equation

HRID 1672356 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[NH2:18][CH:19]([CH2:22][CH3:23])[CH2:20][CH3:21]>C(#N)C>[Cl:11][C:4]1[N:3]=[C:2]([NH:18][CH:19]([CH2:22][CH3:23])[CH2:20][CH3:21])[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 120193-PentanamineHCID 852392,6-Dichloro-3-nitropyridine

Product 1

HCID 43152698HCID 43152698, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a 0° C. mixture of 2,6-dichloro-3-nitropyridine (12 g, 62 mmol) and potassium carbonate (17.1 g, 1.24 mmol) in acetonitrile (200 mL) was added 3-amino pentane by syringe over 30 minutes. After stirring overnight at room temperature, the reaction was concentrated in vacuo. The residue was dissolved in EtOAc and water and the organic layer was washed twice with water and once with brine, dried over sodium sulfate, filtered and concentrated in vacuo. Silica gel chromatography (5%-35% EtOAc/Hexanes) provided the title compound as a yellow solid (7.3 g, 48%). m/z=244.1 (M+H)+

Workup

  1. concentrationthe reaction was concentrated in vacuo
  2. dissolutionThe residue was dissolved in EtOAc
  3. washwater and the organic layer was washed twice with water and once with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-014c726c49f348f398efc4c9d1bfa97b
Source dataset
uspto-grants-2011_08
Patent number
US07998976B2

Reaction notes

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