4-(4-Methylpyridin-2-yl)-2-nitrotoluene → HCID 18667479, compound

HRID 1059978Notes

Reaction equation

HRID 1059978 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([N+:15]([O-])=O)[CH:9]=2)[CH:3]=1>C(O)C.[Pd]>[CH3:14][C:11]1[CH:12]=[CH:13][C:8]([C:4]2[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][N:5]=2)=[CH:9][C:10]=1[NH2:15]

Participants

4

Reactant 1

HCID 186676474-(4-Methylpyridin-2-yl)-2-nitrotoluene

Product 1

HCID 18667479HCID 18667479, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 4-(4-methylpyridin-2-yl)-2-nitrotoluene (342 mg) in ethanol (7 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 103 mg) under a hydrogen atmosphere for 3 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 2-methyl-5-(4-methylpyridin-2-yl)aniline (297 mg).

Workup

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

Sources & evidence

ORD record
ord-7ea27a07174443f89c4307443460703e
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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