Sodium Acetate → 4-(Piperazin-1-yl)pyridazine

HRID 2045812Notes

Reaction equation

HRID 2045812 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.C([O-])(=O)C.[Na+]>CO.[Pd]>[N:8]1([C:7]2[CH:6]=[CH:5][N:4]=[N:3][CH:2]=2)[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 59606520HCID 59606520, compound

Product 1

HCID 179761384-(Piperazin-1-yl)pyridazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

9.3 g 3,6-dichloro-4-piperazin-1-yl-pyridazine (cf. 10.2) and 6.5 g sodium acetate are suspended in 100 ml of methanol and hydrogenated with 1 g Pd/C 10% at ambient temperature. The catalyst is suction filtered and the filtrate is evaporated to dryness. The product is extracted with chloroform, washed with sodium hydroxide solution and precipitated as the hydrochloride with an ethereal HCl solution. 8.6 g (V-4) are obtained. M.p.>300° C.

Workup

  1. filtrationfiltered
  2. customthe filtrate is evaporated to dryness
  3. extractionThe product is extracted with chloroform
  4. washwashed with sodium hydroxide solution
  5. customprecipitated as the hydrochloride with an ethereal HCl solution
  6. custom8.6 g (V-4) are obtained

Sources & evidence

ORD record
ord-9cc8c57395ba465f8cc792146e6e4649
Source dataset
uspto-grants-2013_11
Patent number
US08592400B2

Reaction notes

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