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

HRID 2066160Notes

Reaction equation

HRID 2066160 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.[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 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

To a solution of a crude product of N-[1-(1-benzylpiperidin-4-yl)azetidin-3-yl]-N,N-dimethylamine trihydrochloride (14.1 g) in 2-propanol (380 ml)-water (380 ml) was added 10% palladium on carbon (5.0 g), followed by stirring at room temperature under a hydrogen atmosphere for 12 hr. The catalyst was removed by filtration. Concentration of the filtrate provided a crude product of the titled compound as colorless crystals (10.7 g).

Workup

  1. customThe catalyst was removed by filtration

Sources & evidence

ORD record
ord-292d13ac62934ba98905f0f32609a99b
Source dataset
uspto-grants-2012_10
Patent number
US08288538B2

Reaction notes

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