Piperazine → 1-(6-Methoxypyridin-2-yl)piperazine

HRID 440242

Reaction equation

HRID 440242 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[N:9]=1.C(Cl)(Cl)Cl>CO>[NH3:1].[CH3:15][O:14][C:10]1[N:9]=[C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[CH:13]=[CH:12][CH:11]=1

Participants

6

Reactant 3

HCID 4837PiperazineHCID 6212ChloroformHCID 870092-Chloro-6-methoxypyridine

Product 2

HCID 222AmmoniaYield 28%HCID 122004701-(6-Methoxypyridin-2-yl)piperazineYield 62.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a sealed tube, 8.6 g of piperazine and 2.9 g (0.02 mole) of 2-chloro-6-methoxypyridine were reacted at 150° C. for 4 hours. After the reaction, the reaction mixture was applied to silica gel column chromatography (the eluent used was a mixture of chloroform: methanol : 28% aqueous ammonia = 40 : 9 : 1) to obtain 2.4 g of 1-(6-methoxy-2-pyridyl)piperazine as pale yellow liquid.

Workup

  1. customAfter the reaction

Sources & evidence

ORD record
ord-ebced245ede149b797c0a7a977535614
Source dataset
uspto-grants-1996_05
Patent number
US05519016

Linked notes

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