HCID 583659, compound → HCID 22405788, compound

HRID 441001Notes

Reaction equation

HRID 441001 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:11][CH:10]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)[O:9][C:8]1=[O:23]>O1CCOCC1.CN(C)C=O.[C].[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:11][CH:10]([CH2:12][O:13][C:14]2[CH:15]=[CH:16][C:17]([NH2:20])=[CH:18][CH:19]=2)[O:9][C:8]1=[O:23]

Participants

5

Reactant 1

HCID 583659HCID 583659, compound

Product 1

HCID 22405788HCID 22405788, compoundYield 81.2%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 6228DimethylformamideSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4.64 g of 4-[3-(2-pyridyl)-2-oxooxazolidin-5-yl]methoxynitrobenzene in 50 ml of 1,4-dioxane and 150 ml of N,N-dimethylformamide, 0.47 g of 10% palladium carbon was added, followed by stirring for 2.5 hours at room temperature and 5 atm. pressure under a hydrogen stream. The reaction mixture was filtered and the filtrate was then concentrated under reduced pressure. Methanol was added to the residue and the crystals so precipitated were collected by filtration, whereby 3.41 g of the title compound were obtained (yield: 81%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was then concentrated under reduced pressure
  3. additionMethanol was added to the residue
  4. customthe crystals so precipitated
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-dc92e39ad70243d88fa29e7d4cac512a
Source dataset
uspto-grants-1996_05
Patent number
US05521202

Reaction notes

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