HCID 59004213, compound → HCID 59004214, compound

HRID 1696722Notes

Reaction equation

HRID 1696722 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:11]=[N:12][C:13]([N+:16]([O-])=O)=[CH:14][CH:15]=2)=[C:5]([N+:19]([O-])=O)[CH:4]=1.[H][H]>C(O)C.[Pd]>[NH2:19][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[NH:9][C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[N:12][CH:11]=1

Participants

5

Reactant 2

HCID 59004213HCID 59004213, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59004214HCID 59004214, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of (4-Methoxy-2-nitro-phenyl)-(6-nitro-pyridin-3-yl)-amine (1.5 g, 1.55 mmol) in ethanol (50 ml) was added Pd/C (0.05 g) under N2. The mixture was shaken under a positive pressure of hydrogen at 5° C. for 4 h. After removal of the catalyst by filtration, the filtrate was concentrated by evaporation under vacuum using a rotary evaporator. The crude product, N5-(2-Amino-4-methoxy-phenyl)-pyridine-2,5-diamine, thus obtained was used directly for the next step.

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated by evaporation under vacuum
  4. customa rotary evaporator

Sources & evidence

ORD record
ord-dc592c6d35cd4f44af63a4842c2e2407
Source dataset
uspto-grants-2012_04
Patent number
US08163777B2

Reaction notes

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