HCID 10472529, compound → HCID 22641933, compound

HRID 2415446Notes

Reaction equation

HRID 2415446 reaction equation
FC1C=CC(C[O:7][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[C:14](=[O:18])[N:13]([CH:19]([CH3:23])[C:20]([NH2:22])=[O:21])[CH2:12][CH2:11]3)=CC=1>C(O)C.[Pd]>[OH:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14](=[O:18])[N:13]([CH:19]([CH3:23])[C:20]([NH2:22])=[O:21])[CH2:12][CH2:11]2

Participants

4

Reactant 1

HCID 10472529HCID 10472529, compound

Product 1

HCID 22641933HCID 22641933, compoundYield 105.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-[6-(4-Fluoro-benzyloxy)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propionamide (example 10) (3 g, 8.76 mmol) was solved in dry ethanol (150 mL) and under an argon flow, palladium on charcoal 10% was added (93 mg, 0.0876 mmol). The argon was evacuated and replaced by hydrogen. The reaction mixture was stirred overnight and after evacuation of the hydrogen and replacement by argon the system was opened and the reaction filtrated to remove the palladium and concentrated. After concentration the compound was obtained as a white solid (2.17 g, 100%). MS: m/e=232.8 (M−H+).

Workup

  1. additionwas added (93 mg, 0.0876 mmol)
  2. customThe argon was evacuated
  3. filtrationthe reaction filtrated
  4. customto remove the palladium
  5. concentrationconcentrated
  6. concentrationAfter concentration the compound

Sources & evidence

ORD record
ord-42bbd05d22124a609b3e80153480476e
Source dataset
uspto-grants-2004_11
Patent number
US06818774B2

Reaction notes

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