Water → 4-(3-Dimethylaminoazetidin-1-yl)piperidine trihydrochloride

HRID 492888Notes

Reaction equation

HRID 492888 reaction equation
[ClH:1].Cl.Cl.C([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:20][CH:19]([N:21]([CH3:23])[CH3:22])[CH2:18]2)[CH2:13][CH2:12]1)C1C=CC=CC=1.O>CC(O)C.[C].[Pd]>[ClH:1].[ClH:1].[ClH:1].[CH3:22][N:21]([CH3:23])[CH:19]1[CH2:18][N:17]([CH:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)[CH2:20]1

Participants

5

Reactant 2

HCID 962WaterHCID 23153138N-[1-(1-benzylpiperidin-4-yl)azetidin-3-yl]-N,N-dimethylamine trihydrochloride

Product 1

HCID 231534044-(3-Dimethylaminoazetidin-1-yl)piperidine trihydrochlorideYield 297.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 3776IsopropanolSolvent

Procedure

After adding 10% palladium-carbon (5.0 g) to a solution of the crude N-[1-(1-benzylpiperidin-4-yl)azetidin-3-yl]-N,N-dimethylamine trihydrochloride (14.1 g) in 2-propanol (380 ml)-water (380 ml), the mixture was stirred for 12 hours at room temperature under a hydrogen atmosphere. The catalyst was then filtered. The filtrate was concentrated under reduced pressure to provide a crude product of the title compound (10.7 g) as colorless crystals.

Workup

  1. filtrationThe catalyst was then filtered
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-500b161ac98f470182ba26c487ded911
Source dataset
uspto-grants-2009_05
Patent number
US07531532B2

Reaction notes

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