HCID 18997201, compound → HCID 18997206, compound

HRID 374499Notes

Reaction equation

HRID 374499 reaction equation
[C:1]([N:9]1[CH2:13][CH:12]([CH2:14][O:15][C:16]2[CH:31]=[CH:30][C:19]([C:20]([O:22]CC3C=CC=CC=3)=[O:21])=[CH:18][CH:17]=2)[O:11][C:10]1=[O:32])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(O)(=O)C.CN(C)C=O.[C].[Pd]>[C:1]([N:9]1[CH2:13][CH:12]([CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:30][CH:31]=2)[O:11][C:10]1=[O:32])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 18997201HCID 18997201, compound2×HCID 178418361HCID 178418361, compound

Product 1

HCID 18997206HCID 18997206, compoundYield 8%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

A 1.0 g quantity of 10% palladium carbon was added to a solution of 3.8 g of benzyl 4-(3-benzoyl-2-oxooxazolidin-5-yl)methoxybenzoate (compound 120) obtained in Example 5 in 50 ml of acetic acid and 25 ml of N,N-dimethylformamide. The mixture was stirred at 60° C. for 5 hours in a stream of hydrogen. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Ethanol was added to the obtained residue to collect the crystals by filtration. Thus, 235 mg of the title compound (compound 134) was obtained (yield 8%).

Workup

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

Sources & evidence

ORD record
ord-f14bb6b416af4595a063eccfce9ccc28
Source dataset
uspto-grants-1996_01
Patent number
US05480899

Reaction notes

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