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Hydrochloric Acid → 4-{4-[Methyl(methylsulfonyl)amino]benzyl}piperidine hydrochloride

HRID 412912
Notes
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Reaction equation

HRID 412912 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH3:26])[S:22]([CH3:25])(=[O:24])=[O:23])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:27]>C(OCC)(=O)C>[ClH:27].[CH3:26][N:21]([S:22]([CH3:25])(=[O:24])=[O:23])[C:18]1[CH:17]=[CH:16][C:15]([CH2:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:20][CH:19]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 185389231-tert-Butoxycarbonyl-4-{4-[methyl(methylsulfonyl)amino]benzyl}piperidine

Product 1

HCID 185388534-{4-[Methyl(methylsulfonyl)amino]benzyl}piperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

1-tert-Butoxycarbonyl-4-{4-[methyl(methylsulfonyl)amino]benzyl}piperidine (1.2 g, 3.15 mmol) was dissolved in ethyl acetate (5 mL). To the solution was added 4N-hydrogen chloride in ethyl acetate (10 mL), and the mixture was stirred at room temperature for 2 hours. The resulting crystals were collected by filtration, washed with ethyl acetate (5 mL) and dried to give the titled compound (851 mg) as colorless powdery crystals.

Workup

  1. filtrationThe resulting crystals were collected by filtration
  2. washwashed with ethyl acetate (5 mL)
  3. customdried

Sources & evidence

ORD record
ord-a1ae9c852efd4be7b67f366d46890054
Source dataset
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06562978B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes