HCID 67004364, compound → HCID 67004766, compound

HRID 563961Notes

Reaction equation

HRID 563961 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:7]=[C:6]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[C:5]=1[NH2:22])([O-])=O.[H][H]>C(OCC)(=O)C.[Pd]>[N:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:6]1[CH:7]=[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:9]=[C:4]([NH2:1])[C:5]=1[NH2:22]

Participants

5

Reactant 2

HCID 67004364HCID 67004364, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67004766HCID 67004766, compoundYield 73.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-nitro-6-pyridin-2-yl-4-pyridin-3-yl-phenylamine (75 mg, 0.26 mmol) in ethyl acetate (20 mL) was added 10% palladium on carbon (50 mg). The resulting suspension was placed in a Parr hydrogenation apparatus under 40 psi hydrogen gas while shaking at ambient temperature for one hour. The catalyst was removed by filtration and the filtrate concentrated in vacuo to afford compound the title compound (50 mg, 0.19 mmol).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-cf4bd2e4d0674dc6a7405612b95c7c72
Source dataset
uspto-grants-2011_11
Patent number
US08067606B2

Reaction notes

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