HCID 23146830, compound → HCID 23146831, compound

HRID 1715537Notes

Reaction equation

HRID 1715537 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][C:26]3[CH:31]=[CH:30][C:29]([N+:32]([O-])=O)=[CH:28][CH:27]=3)[N:9]=2)=[CH:4][CH:3]=1>O1CCCC1>[CH3:1][C:2]1[CH:3]=[CH:4][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][C:26]3[CH:27]=[CH:28][C:29]([NH2:32])=[CH:30][CH:31]=3)[N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 23146830HCID 23146830, compound

Product 1

HCID 23146831HCID 23146831, 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 a reaction container was purged with nitrogen. Thereafter, 2.0 g of 5% Pd/C (hydrous) was added, followed by sufficient purging with nitrogen again. This system was purged with hydrogen, followed by reaction at room temperature for 13 hours. After completion of the reaction, the system was filtered, and the resulting filtration residue was washed with tetrahydrofuran and filtered again. The solvent was removed from the resulting filtrate, and a reaction product was extracted with a silica gel column.

Workup

  1. customa reaction container was purged with nitrogen
  2. additionThereafter, 2.0 g of 5% Pd/C (hydrous) was added
  3. customby sufficient purging with nitrogen again
  4. customThis system was purged with hydrogen
  5. customfollowed by reaction 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. extractiona reaction product was extracted with a silica gel column

Sources & evidence

ORD record
ord-3f23fd06374a4ad1ab0e7f24242f0201
Source dataset
uspto-grants-2010_09
Patent number
US07799894B2

Reaction notes

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