HCID 583659, compound → HCID 22405788, compound

HRID 374493Notes

Reaction equation

HRID 374493 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].[H][H]>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

6

Reactant 2

HCID 583659HCID 583659, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22405788HCID 22405788, compoundYield 81.2%

Reagents, catalysts & solvents 3

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

Procedure

A 0.47 g quantity of 10% palladium carbon was added 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. The mixture was stirred at room temperature for 2.5 hours in a stream of hydrogen under 5 atmospheric pressure. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. Methanol was added to the obtained residue to collect the crystals by filtration. Thus, 3.41 g of the title compound was obtained (yield 81%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionMethanol was added to the obtained residue
  4. customto collect the crystals
  5. filtrationby filtration

Sources & evidence

ORD record
ord-ae8e5bff09de41dca679cf38ad5787c6
Source dataset
uspto-grants-1996_01
Patent number
US05480899

Reaction notes

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