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

HRID 1394336
Notes
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Reaction equation

HRID 1394336 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-c78927f2e3d340e3a334b0bdbb4af220
Source dataset
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07348324B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes