HCID 58056952, compound → HCID 58056908, compound

HRID 216617Notes

Reaction equation

HRID 216617 reaction equation
[C:1]([CH:3]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([O:15][CH3:16])=[O:14])=[CH:9][C:8]=1[N+:17]([O-])=O)[C:4]([NH2:6])=[O:5])#[N:2]>C(O)C.[Pd]>[NH2:17][C:8]1[CH:9]=[C:10]([C:13]([O:15][CH3:16])=[O:14])[CH:11]=[CH:12][C:7]=1[CH:3]([C:1]#[N:2])[C:4]([NH2:6])=[O:5]

Participants

4

Reactant 1

HCID 58056952HCID 58056952, compound2×

Product 1

HCID 58056908HCID 58056908, compoundYield 47.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5% Palladium-activated carbon (80 mg) was added to a solution of 2-cyano-2-(4-methoxycarbonyl-2-nitrophenyl)acetamide (Reference compound 1-5, 1.0 g, 3.8 mmol) in ethanol (10 mL), and the mixture was stirred at room temperature overnight under hydrogen atmosphere (3 kgf/cm2). After the reaction mixture was filtered throught Celite®, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title reference compound (0.42 g) as a brown solid (yield 47%).

Workup

  1. filtrationAfter the reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-0be634f5cf664be3b0c9f9f00a30527b
Source dataset
uspto-grants-2012_06
Patent number
US08193237B2

Reaction notes

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