HCID 178418611, compound → HCID 178418632, compound

HRID 1609665Notes

Reaction equation

HRID 1609665 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 recrystallized 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
  3. customThe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-6914ae320f8f4ac9b604befad5281f90
Source dataset
uspto-grants-1995_03
Patent number
US05401734

Reaction notes

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