HCID 9796071, compound → HCID 18619998, compound

HRID 1862570Notes

Reaction equation

HRID 1862570 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([CH:16]=[C:17]([CH2:19][N:20]=[N+]=[N-])[CH:18]=2)[C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:7][CH:8]=1)#[N:2].[H][H]>C(O)C.C(=O)([O-])[O-].[Ba+2].[Pd+2].C(=O)([O-])[O-]>[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([CH:16]=[C:17]([CH2:19][NH2:20])[CH:18]=2)[C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 2

HCID 9796071HCID 9796071, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18619998HCID 18619998, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 16211661HCID 16211661, compoundCatalystHCID 702EthanolSolvent

Procedure

The compound obtained in Example 9 was dissolved in 66 ml of ethanol. To the resulting solution, was added 1.1 g of palladium-barium carbonate. The interior of the flask was then replaced with hydrogen. The solution was stirred at room temperature for 6 hours, and then the catalyst was filtered through Celite. The resulting filtrate was concentrated and then purified by silica gel column chromatography to provide 794 mg (94%) of the title compound.

Workup

  1. filtrationthe catalyst was filtered through Celite
  2. concentrationThe resulting filtrate was concentrated
  3. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-659f7a42c7104ab5a0b11af64b7b3ed4
Source dataset
uspto-grants-2003_03
Patent number
US06538137B1

Reaction notes

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