2-(Dimethylamino)ethanol → 6-(2-Dimethylaminoethoxy)imidazo[1,2-b]pyridazine

HRID 1654650Notes

Reaction equation

HRID 1654650 reaction equation
[Na].Cl[C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:9]=[CH:10][N:11]=2)[N:8]=1.[CH3:12][N:13]([CH3:17])[CH2:14][CH2:15][OH:16]>>[CH3:12][N:13]([CH3:17])[CH2:14][CH2:15][O:16][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:9]=[CH:10][N:11]=2)[N:8]=1

Participants

4

Reactant 3

HCID 79022-(Dimethylamino)ethanolHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-HCID 5360545Sodium

Product 1

HCID 200766166-(2-Dimethylaminoethoxy)imidazo[1,2-b]pyridazine

Procedure

Sodium metal (0.25 g) and 6-chloroimidazo[1,2-b]-pyridazine are added to 25 ml of 2-dimethylaminoethanol and the mixture is heated in a sealed tube for 3 hours at 130°0 C. After cooling, the solvent is evaporated and the residue is treated with water and extracted with methylene chloride. The organic layer is separated, washed with saturated sodium chloride solution and dried over MgSO4. Evaporation of the solvent gives the title compound as a viscous oil which solidified on standing. The yield is 2.5 g.

Workup

  1. temperaturethe mixture is heated in a sealed tube for 3 hours at 130°0 C
  2. temperatureAfter cooling
  3. customthe solvent is evaporated
  4. additionthe residue is treated with water
  5. extractionextracted with methylene chloride
  6. customThe organic layer is separated
  7. washwashed with saturated sodium chloride solution
  8. dry with materialdried over MgSO4
  9. customEvaporation of the solvent

Sources & evidence

ORD record
ord-224cc0f8e96845eeb6c7cc7c62381d0d
Source dataset
uspto-grants-1995_04
Patent number
US05409919

Reaction notes

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