3-(3-Fluoro-5-nitrophenoxy)pyridine → 3-Fluoro-5-(pyridin-3-yloxy)aniline

HRID 1809827Notes

Reaction equation

HRID 1809827 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[C:13]([N+:15]([O-])=O)[CH:14]=1)[O:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1>[C].[Pd].CO>[F:1][C:2]1[CH:14]=[C:13]([CH:12]=[C:4]([O:5][C:6]2[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=2)[CH:3]=1)[NH2:15]

Participants

4

Reactant 1

HCID 573536423-(3-Fluoro-5-nitrophenoxy)pyridine

Product 1

HCID 534396383-Fluoro-5-(pyridin-3-yloxy)aniline

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A palladium-carbon catalyst was added to a solution of 3-(3-fluoro-5-nitrophenoxy)pyridine (8.0 g) in methanol (70 ml), and the reaction solution was stirred under hydrogen atmosphere at room temperature for 2 hours. The reaction solution was filtered through Celite, and the filtrate was distilled off under reduced pressure to obtain a crude product as a yellow oil.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. distillationthe filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-dd0f6cd2abb04f5ea8b478628379aadf
Source dataset
uspto-grants-2013_01
Patent number
US08362052B2

Reaction notes

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