HCID 58424902, compound → HCID 58424919, compound

HRID 2409460Notes

Reaction equation

HRID 2409460 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([N+:15]([O-])=O)[CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:2]>C(OCC)(=O)C.[Pd]>[NH2:15][C:13]1[CH:12]=[C:6]([CH:5]=[C:4]([O:3][CH2:1][CH3:2])[CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

4

Reactant 1

HCID 58424902HCID 58424902, compound

Product 1

HCID 58424919HCID 58424919, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The compound (8.49 g, 35.49 mmol) prepared in step 1 was dissolved in ethyl acetate, added with 10%-palladium (Pd) (900 mg). The reaction mixture was stirred at room temperature for one day under hydrogen gas. Once the reaction was completed, the solution was celite-filtered and the filtrate was concentrated under reduced pressure. The residue purified by flash column chromatography (hexane:ethyl acetate=3:1) to obtain the title compound (6.98 g, yield: 94%, yellow liquid).

Workup

  1. filtrationthe solution was celite-filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue purified by flash column chromatography (hexane:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-3f7de04508004489b1097413dd5dddfd
Source dataset
uspto-grants-2014_08
Patent number
US08815891B2

Reaction notes

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