Hydrochloric Acid → {2-[4-(2-Chloro-pyridin-3-yl)-piperazin-1-yl]-ethyl}-methyl-amine hydrochloride salt

HRID 553495Notes

Reaction equation

HRID 553495 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][N:14]([C:17]2[C:18]([Cl:23])=[N:19][CH:20]=[CH:21][CH:22]=2)[CH2:13][CH2:12]1)C)(C)(C)C.Cl.O1CCOCC1>ClCCl>[ClH:23].[Cl:23][C:18]1[C:17]([N:14]2[CH2:15][CH2:16][N:11]([CH2:10][CH2:9][NH:7][CH3:6])[CH2:12][CH2:13]2)=[CH:22][CH:21]=[CH:20][N:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59252208{2-[4-(2-Chloro-pyridin-3-yl)-piperazin-1-yl]-ethyl}-methyl-carbamic acid tert-butyl ester

Product 1

HCID 86640208{2-[4-(2-Chloro-pyridin-3-yl)-piperazin-1-yl]-ethyl}-methyl-amine hydrochloride saltYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve {2-[4-(2-chloro-pyridin-3-yl)-piperazin-1-yl]-ethyl}-methyl-carbamic acid tert-butyl ester (4.900 g, 13.807 mmol) in dichloromethane (100 mL). Slowly add 4N HCl in dioxane (20.711 mL, 82.845 mmol). Stir at room temperature for 18 hr. Concentrate and wash the resulting solid with diethyl ether to afford the title preparation (7.500 g, 99% yield). MS ES: m/z=255 [M+H]+.

Workup

  1. concentrationConcentrate
  2. washwash the resulting solid with diethyl ether
  3. customto afford the title
  4. custompreparation (7.500 g, 99% yield)

Sources & evidence

ORD record
ord-73bd354241e04276b10e1492ec30aafe
Source dataset
uspto-grants-2011_11
Patent number
US08048884B2

Reaction notes

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