HCID 22181168, compound → 4-[(1-Methylpiperidin-4-yl)oxy]-3-(trifluoromethyl)aniline

HRID 1700281Notes

Reaction equation

HRID 1700281 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][C:10]=2[C:18]([F:21])([F:20])[F:19])[CH2:4][CH2:3]1.[H][H]>CO.[Pd]>[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:10]=2[C:18]([F:19])([F:20])[F:21])[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 22181168HCID 22181168, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 221810464-[(1-Methylpiperidin-4-yl)oxy]-3-(trifluoromethyl)aniline

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 23938PalladiumSolvent

Procedure

4-(N-methylpiperidin-4-yl)oxy-3-trifluoromethyl-1-nitrobenzene was dissolved in methanol in the presence of Pd/C. The solution was hydrogenated at 50 psi for 1 hour until hydrogen intake was completed. The catalyst was filtered off and the filtrate was concentrated to afford 4-(N-methylpiperidin-4-yl)oxy-3-trifluoromethylbenzenamine, >95%.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-4cb246c39a594e9eb19deff567f829c9
Source dataset
uspto-grants-2002_02
Patent number
US06350761B1

Reaction notes

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