Potassium Acetate → HCID 19696158, compound

HRID 863499Notes

Reaction equation

HRID 863499 reaction equation
Br[C:2]1[C:11]2[NH:10][C:9](=[O:12])[C:8](=[O:13])[NH:7][C:6]=2[C:5]2[CH2:14][CH:15]([NH:17][C:18](=[O:20])[CH3:19])[CH2:16][C:4]=2[CH:3]=1.C([O-])(=O)C.[K+]>CN(C)C=O.[Pd]>[O:13]=[C:8]1[NH:7][C:6]2[C:5]3[CH2:14][CH:15]([NH:17][C:18](=[O:20])[CH3:19])[CH2:16][C:4]=3[CH:3]=[CH:2][C:11]=2[NH:10][C:9]1=[O:12]

Participants

5

Reactant 2

HCID 517044Potassium AcetateHCID 19696197HCID 19696197, compound

Product 1

HCID 19696158HCID 19696158, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

N-(5-Bromo-2,3-dioxo-2,3,4,7,8,9-hexahydro-1H-cyclopenta[f]quinoxalin-8-yl)-acetamide (1 g, 3 mmol) was dissolved in dimethylformamide (75 mL) and treated with potassium acetate (0.33 g) and 20% palladium on carbon (0.2 g) and shaken on a Parr apparatus under a hydrogen atmosphere (51 psi) for 7 min. The catalyst was removed by filtration, the filtrate evaporated and the residue triturated in water. The resulting solid was collected by filtration and dried in vacuo to give the debrominated product (0.75 g) in 98% yield. Anal. Calc'd for C13H13N3O3.1.7 H2 O: C, 53.85; H, 5.70; N, 14.49. Found: C, 53.87; H, 5.04; N, 14.15.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated
  3. customthe residue triturated in water
  4. filtrationThe resulting solid was collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-da695b46ead54a6e97766fe644817c8c
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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