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Hydrochloric Acid → (4-Phenyl-4,5,6,7-tetrahydro-benzothiazol-2-yl)-piperidin-4-yl-amine dihydrochloride

HRID 451400
Notes
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Reaction equation

HRID 451400 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[S:16][C:17]3[CH2:23][CH2:22][CH2:21][CH:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[C:18]=3[N:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:30]>C(Cl)Cl.C(OCC)C>[ClH:30].[ClH:30].[C:24]1([CH:20]2[C:18]3[N:19]=[C:15]([NH:14][CH:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[S:16][C:17]=3[CH2:23][CH2:22][CH2:21]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 866567004-(4-Phenyl-4,5,6,7-tetrahydro-benzothiazol-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 86656698(4-Phenyl-4,5,6,7-tetrahydro-benzothiazol-2-yl)-piperidin-4-yl-amine dihydrochloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344Dichloromethane
Solvent

Procedure

To a solution of 4-(4-phenyl-4,5,6,7-tetrahydro-benzothiazol-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.575 g, 3.8 mmol) in methylene chloride (13.8 mL) was added 2 M HCl solution in diethyl ether (6.9 mL). The reaction was stirred at room temperature over the weekend. The solvent was removed under reduced pressure and the residue was treated with diethyl ether and evaporated. The title compound was obtained as a light yellow solid (1.32 g, 90%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was treated with diethyl ether
  3. customevaporated

Sources & evidence

ORD record
ord-74f61dccdeee40d2836ed74fa251a9cb
Source dataset
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08486967B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes