1-Benzyl-4-(2-methyl-4-pyridinyl)piperazine → 1-(2-Methylpyridin-4-yl)piperazine

HRID 1162356Notes

Reaction equation

HRID 1162356 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[C].[Pd].CO>[CH3:20][C:16]1[CH:15]=[C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH:19]=[CH:18][N:17]=1

Participants

4

Reactant 1

HCID 231382661-Benzyl-4-(2-methyl-4-pyridinyl)piperazine

Product 1

HCID 167623771-(2-Methylpyridin-4-yl)piperazine

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1-Benzyl-4-(2-methyl-4-pyridinyl)piperazine (10.3 g) obtained in Example 114a) and 10% palladium carbon (1.0 g) were added to methanol (200 ml), and mixed under hydrogen atmosphere at room temperature for 7 days. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified with basic silica gel column (ethyl acetate) and recrystallized from ethyl acetate-hexane to obtain the title compound as a colorless needle-like crystal (2.58 g, 38%).

Workup

  1. additionmixed under hydrogen atmosphere at room temperature for 7 days
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified with basic silica gel column (ethyl acetate)
  5. customrecrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-ebdfc00d2e2241ed8e23c40344042e29
Source dataset
uspto-grants-2010_10
Patent number
US07820673B2

Reaction notes

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