Hydrochloric Acid → HCID 18648153, compound

HRID 1590067Notes

Reaction equation

HRID 1590067 reaction equation
[CH3:1][C@H:2]([CH2:8][OH:9])[CH2:3][S:4]([NH2:7])(=[O:6])=[O:5].[H-].[Na+].Cl[C:13]1[CH:14]=[CH:15][C:16]2[N:17]([CH:19]=[CH:20][N:21]=2)[N:18]=1.Cl>CN(C=O)C>[CH3:1][C@@H:2]([CH2:3][S:4](=[O:6])(=[O:5])[NH2:7])[CH2:8][O:9][C:13]1[CH:14]=[CH:15][C:16]2[N:17]([CH:19]=[CH:20][N:21]=2)[N:18]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-HCID 18648152HCID 18648152, compound

Product 1

HCID 18648153HCID 18648153, compoundYield 64.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 0.93 g of 2-(R)-methyl-3-hydroxy-1-propylsulfonamide in 50 ml of DMF was added by portions 0.48 g of sodium hydride, followed by stirring for 30 minutes at 70° C. The mixture to which 0.93 g of 6-chloroimidazo[1,2-b]pyridazine was added was refluxed for 5 hours. After cooling, the reaction mixture was adjusted to pH 6.0 with 1N-hydrochloric acid and concentrated to dryness under reduced pressure. The residue was subjected to a silica gel column chromatography, eluting with chloroform-methanol (10:1). The corresponding fractions were collected and concentrated to obtain 1.06 g of the title compound.

Workup

  1. temperaturewas refluxed for 5 hours
  2. temperatureAfter cooling
  3. concentrationconcentrated to dryness under reduced pressure
  4. washeluting with chloroform-methanol (10:1)
  5. customThe corresponding fractions were collected
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-1833c8d8f70c4a09b2e54360d6cd96a0
Source dataset
uspto-grants-1993_04
Patent number
US05202324

Reaction notes

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