HCID 23146830, compound → HCID 68419415, compound

HRID 1717226Notes

Reaction equation

HRID 1717226 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[NH:25]C3C=CC([N+]([O-])=O)=CC=3)[N:9]=2)=[CH:4][CH:3]=1>O1CCCC1>[CH3:24][C:21]1[CH:22]=[CH:23][C:18]([C:17]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=3)=[N:9][C:10]3[C:11](=[CH:12][CH:13]=[C:14]([NH2:25])[C:15]=3[C:13]3[CH:14]=[CH:15][C:10]([NH2:9])=[CH:11][CH:12]=3)[N:16]=2)=[CH:19][CH:20]=1

Participants

3

Reactant 1

HCID 23146830HCID 23146830, compound

Product 1

HCID 68419415HCID 68419415, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.9 g (13.2 mmol) of 2,3-di(4-methylphenyl)-5-(4-nitrophenyl)aminoquinoxaline was dissolved in 70 ml of tetrahydrofuran, and the reaction container was purged with nitrogen. Thereafter, 2.0 g of 5% Pd/C (hydrous) was added to the system, which was satisfactorily purged with nitrogen again. This system was subsequently purged with hydrogen gas and reacted at room temperature for 13 hours. After completion of the reaction, the system was filtered. The resulting filtration residue was washed with tetrahydrofuran and filtered again. The solvent was removed from the resulting filtrate, after which a reaction product was extracted by means of a silica gel column.

Workup

  1. customthe reaction container was purged with nitrogen
  2. additionThereafter, 2.0 g of 5% Pd/C (hydrous) was added to the system, which
  3. customwas satisfactorily purged with nitrogen again
  4. customThis system was subsequently purged with hydrogen gas
  5. customreacted at room temperature for 13 hours
  6. customAfter completion of the reaction
  7. filtrationthe system was filtered
  8. filtrationThe resulting filtration residue
  9. washwas washed with tetrahydrofuran
  10. filtrationfiltered again
  11. customThe solvent was removed from the resulting filtrate
  12. extractionafter which a reaction product was extracted by means of a silica gel column

Sources & evidence

ORD record
ord-a7a61f87153c48b98eece90ffe95dba5
Source dataset
uspto-grants-2010_09
Patent number
US07803898B2

Reaction notes

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