Hydrochloric Acid → (2S)-2-(4-piperidin-1-yl-phenyl)-piperazine trihydrochloride

HRID 1091353Notes

Reaction equation

HRID 1091353 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][C@@H:10]1[C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:24][CH:23]=1)=O)(C)(C)C>C(OCC)(=O)C.ClCCl>[ClH:1].[ClH:1].[ClH:1].[N:28]1([C:25]2[CH:24]=[CH:23][C:22]([C@H:10]3[CH2:11][NH:12][CH2:13][CH2:14][NH:9]3)=[CH:27][CH:26]=2)[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66594922(2S)-2-(4-piperidin-1-yl-phenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester

Product 1

HCID 66594480(2S)-2-(4-piperidin-1-yl-phenyl)-piperazine trihydrochlorideYield 98%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Hydrogen chloride (4N, 1.5 ml) in ethyl acetate was added to a solution of (2S)-2-(4-piperidin-1-yl-phenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester (455 g, 1.02 mmol) in dichloromethane (10 ml) and the solution was stirred for 2 hours. Filtration and washing with ethyl acetate of the precipitant gave (2S)-2-(4-piperidin-1-yl-phenyl)-piperazine trihydrochloride (353 mg, 98%) as white crystals.

Workup

  1. filtrationFiltration
  2. washwashing with ethyl acetate of the

Sources & evidence

ORD record
ord-01c208397f8c4e698d1766228ae6f5f5
Source dataset
uspto-grants-2012_03
Patent number
US08129377B2

Reaction notes

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