HCID 19027062, compound → HCID 19027045, compound

HRID 1032937Notes

Reaction equation

HRID 1032937 reaction equation
Br[C:2]1[C:3]2[CH:18]=[CH:17][CH:16]=[N:15][C:4]=2[C:5]2[NH:6][C:7](=[O:14])[C:8](=[O:13])[N:9]([OH:12])[C:10]=2[CH:11]=1>CN(C)C=O.[Pd]>[OH:12][N:9]1[C:10]2[CH:11]=[CH:2][C:3]3[CH:18]=[CH:17][CH:16]=[N:15][C:4]=3[C:5]=2[NH:6][C:7](=[O:14])[C:8]1=[O:13]

Participants

4

Reactant 1

HCID 19027062HCID 19027062, compound

Product 1

HCID 19027045HCID 19027045, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

0.3 g (1.0 mmol) 6-Bromo-4-hydroxypyrido[2,3-f]quinoxaline2, 3(1H.4H)-dione in 20 ml dimethylformamide was hydrogenated at atm. pressure by using 300 mg Pd/c (5%) as a catalyst. The reaction mixture was filtered and the filtrate was evaporated in vacuo. The residue was stirred with ethanol and the precipitate was filtered off to give 0.2 g (90%) of 4-hydroxypyrido[2,3-f]quinoxaline-2,3(1H,4H)dione. M.p. decomp. MS m/z: 229 (M+, 25%), 212 (100%), 185 (45%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated in vacuo
  3. filtrationthe precipitate was filtered off

Sources & evidence

ORD record
ord-56cdee858389403387677281d1acfbfb
Source dataset
uspto-grants-1994_05
Patent number
US05308845

Reaction notes

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