HCID 11391885, compound → HCID 11184298, compound

HRID 2409422Notes

Reaction equation

HRID 2409422 reaction equation
[C:1]([Si:5]([CH3:19])([CH3:18])[O:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[Si:5]([O:6][CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=1)([C:1]([CH3:3])([CH3:4])[CH3:2])([CH3:19])[CH3:18]

Participants

4

Reactant 1

HCID 11391885HCID 11391885, compound

Product 1

HCID 11184298HCID 11184298, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The compound (1.65 g, 5.86 mmol) prepared in step 1 was dissolved in ethyl acetate (20 ml), added with 10%-palladium (Pd) (165 mg) at room temperature. The reaction mixture was stirred for 3 days under hydrogen gas. 10%-palladium (Pd) was removed by using celite-filter and the filtrate was concentrated under reduced pressure. The residue was then purified by flash column chromatography (ethylacetate:hexane=1:4) to obtain the title compound (1.4 g, yield: 95%, colorless oil).

Workup

  1. custom10%-palladium (Pd) was removed
  2. filtrationby using celite-filter
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was then purified by flash column chromatography (ethylacetate:hexane=1:4)

Sources & evidence

ORD record
ord-e27e92f9a5c74f189fee8a26122b6db0
Source dataset
uspto-grants-2014_08
Patent number
US08815891B2

Reaction notes

Loading…