HCID 2800136, compound → 6-(4-chloro-2-methylphenoxy)pyridin-3-amine

HRID 377101Notes

Reaction equation

HRID 377101 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][N:8]=2)=[C:4]([CH3:18])[CH:3]=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][N:8]=2)=[C:4]([CH3:18])[CH:3]=1

Participants

5

Reactant 2

HCID 2800136HCID 2800136, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 28001436-(4-chloro-2-methylphenoxy)pyridin-3-amine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

2-(4-chloro-2-methyl-phenoxy)-5-nitropyridine (203 mg, 0.77 mmol) was dissolved in 95% ethanol (3 mL) and treated with 20% palladium hydroxide on carbon (50 mg). The reaction mixture was shaken in a hydrogen atmosphere (40 psi) for 1 hour. The solution was filtered through celite and concentrated in vacuo. MS (m/z): 234/236 (M+H)+ ; C12H11N2OCl requires 234.7.

Workup

  1. filtrationThe solution was filtered through celite and
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d02385a51010425ea47592c60abb3f15
Source dataset
uspto-grants-2000_02
Patent number
US06022884

Reaction notes

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