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

HRID 330880Notes

Reaction equation

HRID 330880 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 of 3,6-dichloro-4-piperazin-1-yl-pyridazine (see 10.2) and 6.5 g sodium acetate are suspended in 100 ml of methanol and hydrogenated with 1 g Pd/C 10% and ambient temperature. The catalyst is suction filtered and the filtrate 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 of (V-4) are obtained. M.p>300° C.

Workup

  1. filtrationfiltered
  2. customthe filtrate 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 of (V-4) are obtained
  7. customM.p>300° C.

Sources & evidence

ORD record
ord-782d8d418c674ff581e3cee691b3e6ab
Source dataset
uspto-grants-2014_11
Patent number
US08877758B2

Reaction notes

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