Cyclohexene → HCID 18449202, compound

HRID 1270148Notes

Reaction equation

HRID 1270148 reaction equation
Br[C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([NH:16][CH:17]([CH3:19])[CH3:18])[C:8]3[N:9]2[C:12](=[O:15])[NH:13][N:14]=3)=[CH:4][CH:3]=1.CO.CCO.C1CCCCC=1>C(Cl)(Cl)Cl.[Pd]>[CH:17]([NH:16][C:7]1[C:8]2[N:9]([C:12](=[O:15])[NH:13][N:14]=2)[C:10]2[C:5]([N:6]=1)=[CH:4][CH:3]=[CH:2][CH:11]=2)([CH3:19])[CH3:18]

Participants

6

Reactant 3

HCID 8079CyclohexeneHCID 10064709HCID 10064709, compoundHCID 18681192Ethanol, mixt. with methanol

Product 1

HCID 18449202HCID 18449202, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6212ChloroformSolvent

Procedure

To a mixture of 40 mg of 8-bromo-4-isopropylamino-2H-[1,2,4]triazolo[4,3-a]quinoxalin-1-one and 40 mg of 10% Pd/C in a 1:1 mixture of MeOH/EtOH was added 81 mg of cyclohexene. This mixture was heated at reflux for 3.5 hrs. and then stirred at room temperature for 18 hrs. The reaction mixture was diluted with chloroform, filtered through a pad of diatomaceous earth, and concentrated. The residue was triturated with IPE to provide an orange solid. MS (M+H)+=244.0.

Workup

  1. temperatureThis mixture was heated
  2. temperatureat reflux for 3.5 hrs
  3. filtrationfiltered through a pad of diatomaceous earth
  4. concentrationconcentrated
  5. customThe residue was triturated with IPE
  6. customto provide an orange solid

Sources & evidence

ORD record
ord-83c9e676d3a748ff92b0434205df2c6e
Source dataset
uspto-grants-2007_04
Patent number
US07202245B2

Reaction notes

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