HCID 67004364, compound → HCID 67004766, compound

HRID 729551Notes

Reaction equation

HRID 729551 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-898df19b43e644aa8a914d3a6fa4016c
Source dataset
uspto-grants-2009_09
Patent number
US07582641B2

Reaction notes

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