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

HRID 408093Notes

Reaction equation

HRID 408093 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-6092abd564e44c578aaa1d89b47fa14a
Source dataset
uspto-grants-2014_06
Patent number
US08759326B2

Reaction notes

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