Hydrogen chloride-ethyl acetate → 1-[4-(3-Piperidin-4-ylpropyl)piperazin-1-yl]isoquinoline dihydrochloride

HRID 2074248Notes

Reaction equation

HRID 2074248 reaction equation
[ClH:1].CCOC(C)=O.[C:8]1([N:18]2[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][CH2:26][CH:27]3[CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28]3)[CH2:20][CH2:19]2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][N:9]=1>CCOC(C)=O>[ClH:1].[ClH:1].[NH:30]1[CH2:31][CH2:32][CH:27]([CH2:26][CH2:25][CH2:24][N:21]2[CH2:20][CH2:19][N:18]([C:8]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[CH:11]=[CH:10][N:9]=3)[CH2:23][CH2:22]2)[CH2:28][CH2:29]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 57507764Tert-butyl 4-[3-(4-isoquinolin-1-ylpiperazin-1-yl)propyl]piperidine-1-carboxylate

Product 1

HCID 574218331-[4-(3-Piperidin-4-ylpropyl)piperazin-1-yl]isoquinoline dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4 M hydrogen chloride/EtOAc solution (5.0 ml) was dropwise added to an EtOAc (15 ml) solution of tert-butyl 4-[3-(4-isoquinolin-1-ylpiperazin-1-yl)propyl]piperidine-1-carboxylate (1.44 g), followed by stirring overnight. The solvent was evaporated, the solid was washed with EtOAc and collected by filtration to obtain 1-[4-(3-piperidin-4-ylpropyl)piperazin-1-yl]isoquinoline dihydrochloride (1.32 g) as a white solid.

Workup

  1. customThe solvent was evaporated
  2. washthe solid was washed with EtOAc
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-e8fa59c6165d4b39ac22bdf86c6a7df3
Source dataset
uspto-grants-2011_04
Patent number
US07919494B2

Reaction notes

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