HCID 19438800, compound → HCID 19438786, compound

HRID 1733875Notes

Reaction equation

HRID 1733875 reaction equation
C([O:8][N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([N:19]3[CH:23]=[CH:22][N:21]=[CH:20]3)[CH:17]=2)[N:12]=[C:11]([NH:24][NH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:10]1=[O:31])C1C=CC=CC=1>CN(C)C=O.O.[Pd]>[CH2:29]([O:28][C:26]([NH:25][NH:24][C:11]1[C:10](=[O:31])[N:9]([OH:8])[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([N:19]3[CH:23]=[CH:22][N:21]=[CH:20]3)[CH:17]=2)[N:12]=1)=[O:27])[CH3:30]

Participants

5

Reactant 1

HCID 19438800HCID 19438800, compound

Product 1

HCID 19438786HCID 19438786, compoundYield 92.3%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 4-benzyloxy-2-(2-ethoxycarbonylhydrazino)-6-(1H-imidazol-1-yl)-quinoxalin-3(4H)-one (10.9 g; ~25.9 mmol) in a mixture of 200 ml N,N-dimethylformamide and 100 ml water was hydrogenated at atmospheric pressure and room temperature by using 1 g 5% Pd-C as a catalyst. The catalyst was removed by filtration, and the residue was stirred with acetone to give the title compound (7.9 g; 92%). M.p. 216°-218° C. (decomp.).

Workup

  1. customwas hydrogenated at atmospheric pressure and room temperature
  2. customThe catalyst was removed by filtration

Sources & evidence

ORD record
ord-a9aa31c09dac46cf9f8066fecf6884e5
Source dataset
uspto-grants-1996_07
Patent number
US05532236

Reaction notes

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