HCID 178418611, compound → HCID 178418632, compound

HRID 5523Notes

Reaction equation

HRID 5523 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:15]=[C:14]([OH:16])[C:13]([O:17]CC3C=CC=CC=3)=[CH:12][N:11]=2)=[O:9])[CH2:4][CH2:3]1>CO.[C].[Pd]>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:15]=[C:14]([OH:16])[C:13]([OH:17])=[CH:12][N:11]=2)=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 178418611HCID 178418611, compound

Product 1

HCID 178418632HCID 178418632, compoundYield 38.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-methyl-4-(4-hydroxy-5-benzyloxy-2-pyridylcarbonyl)piperazine (4.71 g) in methanol (300 ml) was added 10 palladium-carbon (2.35 g) in a stream of nitrogen and the mixture was hydrogenated at atmospheric pressure for 20 minutes. After the catalyst was removed by filtration, the filtrate was evaporated to dryness. The residue was recyrstallized from methanol to give 1-methyl-4-(4,5-dihydroxy-2-pyridylcarbonyl)piperazine (1.32 g).

Workup

  1. customAfter the catalyst was removed by filtration
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-fa733e47066d484ebd641ac406f9ee1d
Source dataset
uspto-grants-1993_09
Patent number
US05244890

Reaction notes

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