Sodium Iodide → HCID 12015797, compound

HRID 2229297Notes

Reaction equation

HRID 2229297 reaction equation
[CH:1]1([CH2:7][CH2:8]Br)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH2:17])=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(O)C.O>[CH:1]1([CH2:7][CH2:8][NH:17][CH2:16][C:13]2[CH:14]=[CH:15][N:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

7

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 15440(2-Bromoethyl)cyclohexaneHCID 773174-Pyridinemethanamine

Product 1

HCID 12015797HCID 12015797, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 2-cyclohexylethyl bromide (1.50 g) in ethanol (16 ml) are added 4-picolylamine (1.00 g), anhydrous potassium carbonate (1.32 g) and sodium iodide (3.49 g), and the mixture is refluxed for 17 hours with stirring. Water is added to the reaction mixture, and the whole is extracted with ether. The organic layer is washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography to give the titled compound (Reference compound No. 2-1, 0.68 g).

Workup

  1. temperaturethe mixture is refluxed for 17 hours
  2. extractionthe whole is extracted with ether
  3. washThe organic layer is washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-14b845210fdb4b09949a215745ef5bd9
Source dataset
uspto-grants-2002_07
Patent number
US06420398B2

Reaction notes

Loading…