Hydrochloric Acid → 1-[4-(3-Piperidin-1-yl-propoxy)-benzyl]-piperazine trihydrochloride

HRID 1434565Notes

Reaction equation

HRID 1434565 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][CH2:24][N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[Cl:31]CCl.CO.[ClH:36]>C(OCC)C>[ClH:31].[ClH:36].[ClH:31].[N:25]1([CH2:24][CH2:23][CH2:22][O:21][C:18]2[CH:19]=[CH:20][C:15]([CH2:14][N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:16][CH:17]=2)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6344DichloromethaneHCID 686973194-[4-(3-Piperidin-1-yl-propoxy)benzyl]-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 687034951-[4-(3-Piperidin-1-yl-propoxy)-benzyl]-piperazine trihydrochlorideYield 93%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 4-[4-(3-piperidin-1-yl-propoxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester (D1) (1.576 g, 3.76 mmol) in a (1:1) mixture of dichloromethane and methanol (20 ml) was added a 1M solution of hydrogen chloride in diethyl ether (20 ml) and the reaction stirred for 5 hours at room temperature. The solvent was then evaporated in vacuo and the resulting residue triturated with diethyl ether to afford the title compound (1.5 g, 93%); MS (ES+), m/e 318 [M+H]+.

Workup

  1. customThe solvent was then evaporated in vacuo
  2. customthe resulting residue triturated with diethyl ether

Sources & evidence

ORD record
ord-89782e4af81f488f935304c5f0478d21
Source dataset
uspto-grants-2009_11
Patent number
US07615550B2

Reaction notes

Loading…