HCID 9994024, compound → HCID 22137894, compound

HRID 1827408Notes

Reaction equation

HRID 1827408 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:21])[CH2:17][C:18]([NH2:20])=[O:19])=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16](=[O:21])[CH2:17][C:18]([NH2:20])=[O:19])=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 9994024HCID 9994024, compound

Product 1

HCID 22137894HCID 22137894, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 6.0 g (18.5 mmol) of N-(4-benzyloxy-phenyl)-malonamide in 150 ml methanol is treated with 0.8 g of palladium 5% on charcoal. Hydrogenation is performed at room temperature and normal pressure overnight. The reaction mixture is then brought to reflux and filtered hot. Cooling of the filtrate yields 3.56 g (99%) of the title compound as a colorless solid. MS: m/e=285.1 (M++H).

Workup

  1. customis performed at room temperature
  2. customnormal pressure overnight
  3. temperatureto reflux
  4. filtrationfiltered hot
  5. temperatureCooling of the filtrate

Sources & evidence

ORD record
ord-ef0579aa040a4f0cac9bcf55bb5d5832
Source dataset
uspto-grants-2006_05
Patent number
US07053245B2

Reaction notes

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