Ethyl 4-[4-(4-benzyl-piperazin-1-yl)-piperidin-1-yl]-butanoate → Ethyl 4-(4-piperazin-1-yl-piperidin-1-yl)-butanoate

HRID 730638Notes

Reaction equation

HRID 730638 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[N:11]1([CH:14]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:16][CH2:15]2)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 66941713Ethyl 4-[4-(4-benzyl-piperazin-1-yl)-piperidin-1-yl]-butanoateHCID 178418361HCID 178418361, compound

Product 1

HCID 57807571Ethyl 4-(4-piperazin-1-yl-piperidin-1-yl)-butanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 2.9 g (7.76 mmol) ethyl 4-[4-(4-benzyl-piperazin-1-yl)-piperidin-1-yl]-butanoate and 300 mg 10% Pd/C in 60 mL MeOH was hydrogenated at RT and 50 psi hydrogen pressure for 24 h. The catalyst was filtered off, the mixture was evaporated down i.vac., the residue was taken up in a little DIPE and isopropanol and combined with 4 M HCl in 1,4-dioxane. The precipitated bis-hydrochloride salt was separated off and dried.

Workup

  1. customwas hydrogenated at RT
  2. filtrationThe catalyst was filtered off
  3. customthe mixture was evaporated down i.vac
  4. customThe precipitated bis-hydrochloride salt was separated off
  5. customdried

Sources & evidence

ORD record
ord-0e6055fc203d4a7cab9e7406b0bc0157
Source dataset
uspto-grants-2009_09
Patent number
US07582625B2

Reaction notes

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