Hydrochloric Acid → [4-(4-Chlorophenyl)-piperidin-4-ylmethyl]-methylamine bis-hydrochloride

HRID 2405995Notes

Reaction equation

HRID 2405995 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][C:12]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)([CH2:15][NH:16][CH3:17])[CH2:11][CH2:10]1)=O)(C)(C)C>O1CCOCC1.CO>[ClH:24].[ClH:1].[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([C:12]2([CH2:15][NH:16][CH3:17])[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]2)=[CH:19][CH:20]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66872875HCID 66872875, compound

Product 1

HCID 66873041[4-(4-Chlorophenyl)-piperidin-4-ylmethyl]-methylamine bis-hydrochlorideYield 100%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A 4M solution of hydrochloric acid in dioxane (10 ml) was added dropwise to a solution of 4-(4-chlorophenyl)-4-methylaminomethyl-piperidine-1-carboxylic acid tert-butyl ester (142 mg, 0.42 mmol) in methanol (10 ml). The reaction was stirred overnight at room temperature. After this period of time, the solvents were concentrated to give [4-(4-chlorophenyl)-piperidin-4-ylmethyl]-methylamine bis-hydrochloride (132 mg, 0.42 mmol, 100%). This compound was used in the subsequent step without further purification. LC-MS (LCT2) m/z 239 [M+H+], Rt 0.53 min.

Workup

  1. waitAfter this period of time
  2. concentrationthe solvents were concentrated

Sources & evidence

ORD record
ord-135e43f4e8fd4f0a9711230520dbb005
Source dataset
uspto-grants-2014_08
Patent number
US08809336B2

Reaction notes

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