HCID 88963060, compound → HCID 68386890, compound

HRID 1051171Notes

Reaction equation

HRID 1051171 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=[C:8]([N+:11]([O-])=O)[C:9]=1[NH2:10])([O-])=O>C(O)C.C1COCC1.[Pd]>[C:6]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=[C:8]([NH2:11])[C:9]([NH2:10])=[C:4]([NH2:1])[CH:5]=1

Participants

5

Reactant 1

HCID 88963060HCID 88963060, compound

Product 1

HCID 68386890HCID 68386890, compoundYield 81.2%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

To a solution of 80 mg (309 μmol) 3,5-dinitrobiphenyl-4-amine in a mixture of 34 mL ethanol and 10 mL THF were added 6.6 mg palladium on charcoal (10%) and the mixture was stirred under an atmosphere of hydrogen for 26 hours at 23° C. After filtration and removal of the solvent the residue was purified by chromatography to yield 50 mg (81%) of the title compound.

Workup

  1. filtrationAfter filtration and removal of the solvent the residue
  2. customwas purified by chromatography

Sources & evidence

ORD record
ord-adf01b455d9442928b0661d0a5064a91
Source dataset
uspto-grants-2016_07
Patent number
US09388140B2

Reaction notes

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