HCID 22292764, compound → HCID 22292750, compound

HRID 966943Notes

Reaction equation

HRID 966943 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]#[C:8][CH2:9][N:10]1[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]2[C:11]1=[O:20].[H][H]>CN(C=O)C.[Pd]>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH2:9][N:10]1[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]2[C:11]1=[O:20]

Participants

5

Reactant 2

HCID 22292764HCID 22292764, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22292750HCID 22292750, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

N-[3-(2-Pyrazinyl)-2-propynyl]phthalimide (780 mg, 2.96 mmol) was dissolved in DMF (30 mL) followed by addition of 10% palladium on carbon (500 mg, 50% water), and then the mixture was stirred in a hydrogen atmosphere at room temperature for 5.5 hours. The reaction mixture was filtered through Celite, and the resulting filtrate was concentrated to give N-[3-(2-pyrazinyl)propyl]phthalimide (521 mg; yield 66%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe resulting filtrate was concentrated

Sources & evidence

ORD record
ord-7dca3f19e45a49abb1e05ada0748382e
Source dataset
uspto-grants-2005_10
Patent number
US06953785B2

Reaction notes

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