Hydrochloric Acid → Methyl 4-((methyl(piperidin-2-ylmethyl)amino)methyl)benzoate

HRID 630325Notes

Reaction equation

HRID 630325 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][N:12]([CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][N:16]2C(OC(C)(C)C)=O)[CH3:13])=[CH:7][CH:6]=1)=[O:4].Cl>ClCCl.O1CCOCC1>[CH3:13][N:12]([CH2:11][C:8]1[CH:7]=[CH:6][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:10][CH:9]=1)[CH2:14][CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][NH:16]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 684896751,1-Dimethylethyl 2-(((4-(methoxycarbonyl)phenylmethyl)(methyl)amino)methyl)-1-piperidinecarboxylate

Product 1

HCID 68488049Methyl 4-((methyl(piperidin-2-ylmethyl)amino)methyl)benzoate

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 1,1-dimethylethyl 2-(((4-(methoxycarbonyl)phenylmethyl)(methyl)amino)methyl)piperidine-1-carboxylate in dichloromethane (6 mL) was treated with a solution of 4 N hydrochloric acid in dioxane (6 mL). The reaction was stirred overnight. Solvent was removed under reduced pressure and the product, methyl 4-((methyl(piperidin-2-ylmethyl)amino)methyl)benzoate, was isolated as the hydrochloride salt.

Workup

  1. customSolvent was removed under reduced pressure

Sources & evidence

ORD record
ord-f4986e8e7b9f417d9ed4a243620c033c
Source dataset
uspto-grants-2016_04
Patent number
US09315509B2

Reaction notes

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