HCID 6404196, compound → HCID 19095590, compound

HRID 359449Notes

Reaction equation

HRID 359449 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1.[O-2].[Ca+2].[H][H]>[Pd].CO>[CH3:21][O:20][C:17]1[CH:16]=[CH:15][C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:5]3[N:4]=[N:3][CH:2]=[CH:7][CH:6]=3)[CH2:9][CH2:10]2)=[CH:19][CH:18]=1

Participants

6

Reactant 3

HCID 6404196HCID 6404196, compoundHCID 6850728CalciumoxideHCID 178418361HCID 178418361, compound

Product 1

HCID 19095590HCID 19095590, compoundYield 63.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 7.3 parts of 3-chloro-6-[4-(4-methoxyphenyl)-1-piperazinyl]pyridazine, 2 parts of calcium oxide and 200 parts of methanol was hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off over Hyflo and the filtrate was evaporated. The residue was crystallized from 2-propanol, yielding 4.1 parts (63.2%) of 3-[4-(4-methoxyphenyl)-1-piperazinyl]pyridazine; mp. 133.4° C. (compound 272).

Workup

  1. filtrationthe catalyst was filtered off over Hyflo
  2. customthe filtrate was evaporated
  3. customThe residue was crystallized from 2-propanol

Sources & evidence

ORD record
ord-9af7c36d85b842ffb4ace3a3e367c270
Source dataset
uspto-grants-1991_03
Patent number
US05001125

Reaction notes

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