3-(4-Methoxypyridin-2-yl)-nitrobenzene → 3-(4-Methoxypyridin-2-yl)aniline

HRID 1059921Notes

Reaction equation

HRID 1059921 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:10]=[C:11]([N+:15]([O-])=O)[CH:12]=[CH:13][CH:14]=2)[CH:4]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=2)[NH2:15])[CH:4]=1

Participants

4

Reactant 1

HCID 186675843-(4-Methoxypyridin-2-yl)-nitrobenzene

Product 1

HCID 186674893-(4-Methoxypyridin-2-yl)anilineYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 3-(4-methoxypyridin-2-yl)nitrobenzene (1.8 g) in ethanol (40 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 800 mg) under a hydrogen atmosphere for 5 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 3-(4-methoxypyridin-2-yl)aniline (1.57 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-61a70675b81949c597523928ecb22736
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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