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Hydrochloric Acid → 4-(2-Chlorophenyl)-1-(4-methylpiperidin-1-yl)-1-oxobutan-2-amine hydrochloride

HRID 537394
Notes
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Reaction equation

HRID 537394 reaction equation
C(OC(=O)[NH:7][CH:8]([C:18]([N:20]1[CH2:25][CH2:24][CH:23]([CH3:26])[CH2:22][CH2:21]1)=[O:19])[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:17])(C)(C)C.Cl>O1CCOCC1>[ClH:17].[Cl:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH2:10][CH2:9][CH:8]([NH2:7])[C:18]([N:20]1[CH2:21][CH2:22][CH:23]([CH3:26])[CH2:24][CH2:25]1)=[O:19]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131731949Tert-butyl{3-(2-chlorophenyl)-1-[(4-methylpiperidin-1-yl)carbonyl]propyl}carbamate

Product 1

HCID 669975284-(2-Chlorophenyl)-1-(4-methylpiperidin-1-yl)-1-oxobutan-2-amine hydrochlorideYield 118.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 1.8 g (4.6 mmol) of tert-butyl{3-(2-chlorophenyl)-1-[(4-methylpiperidin-1-yl)carbonyl]propyl}carbamate in 4.6 mL (18 mmol) of 4 M HCl in 1,4-dioxane is stirred for 2 h, and then concentrated. The residue is stirred in Et2O overnight, and then filtered and washed with Et2O to provide 0.90 g (60%) of 4-(2-chlorophenyl)-1-(4-methyl piperidin-1-yl)-1-oxobutan-2-amine hydrochloride.

Workup

  1. concentrationconcentrated
  2. filtrationfiltered
  3. washwashed with Et2O

Sources & evidence

ORD record
ord-3e3c3523cfef4c328940cf4e3b5fd254
Source dataset
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08859814B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes