3-(4-Methylpyridin-2-yl)nitrobenzene → 2-(3-Aminophenyl)-4-methylpyridine

HRID 1059924Notes

Reaction equation

HRID 1059924 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:9]=[C:10]([N+:14]([O-])=O)[CH:11]=[CH:12][CH:13]=2)[CH:3]=1>C(O)C.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=2)[NH2:14])[CH:3]=1

Participants

4

Reactant 1

HCID 128111223-(4-Methylpyridin-2-yl)nitrobenzene

Product 1

HCID 186676162-(3-Aminophenyl)-4-methylpyridineYield 98.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 3-(4-methylpyridin-2-yl)nitrobenzene (100 mg) in ethanol (2 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 10 mg) under a hydrogen atmosphere for 3 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 3-(4-methylpyridin-2-yl)aniline (85 mg).

Workup

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

Sources & evidence

ORD record
ord-208ecb5c84814deb92796c10a9b41c0a
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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