HCID 178418611, compound → HCID 178418632, compound

HRID 1734267Notes

Reaction equation

HRID 1734267 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-9e96056b86394dafa9e5c5a55932086a
Source dataset
uspto-grants-1996_07
Patent number
US05532354

Reaction notes

Loading…