5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine Chemical Properties

Boiling point:

362℃

Density 

1.101

Flash point:

173℃

storage temp. 

2-8°C(protect from light)

pka

7.71±0.10(Predicted)

Appearance

White to yellow Solid

InChI

InChI=1S/C12H20N4/c1-2-15-5-7-16(8-6-15)10-11-3-4-12(13)14-9-11/h3-4,9H,2,5-8,10H2,1H3,(H2,13,14)

InChIKey

MNJBMPQTXVZMFZ-UHFFFAOYSA-N

SMILES

C1(N)=NC=C(CN2CCN(CC)CC2)C=C1

Safety Information

HS Code 

2933599590

5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine Usage And Synthesis

Physical Form

Solid

Uses

5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine is a useful research chemical.

Flammability and Explosibility

Not classified

Synthesis

To a 500 mL four-necked round-bottomed flask equipped with a thermometer and condenser tube were added 100 g of 1,2-dichloroethane, 12.5 g (0.1 mol) of 5-(aminomethyl)pyridin-2-amine (IV) and 30.0 g of potassium carbonate. A solution consisting of 25.0 g (0.15 mol) N,N-diethylethylamine and 20 g of 1,2-dichloroethane was added slowly and dropwise over a period of about 2 hours at 30 to 35 °C. The reaction temperature was maintained at 30~35°C and stirring was continued for 6 hours. After completion of the reaction, it was cooled to 20~25°C and layered. The aqueous layer was extracted twice with 1,2-dichloroethane at 20 g. The organic phases were combined and the 1,2-dichloroethane was removed by distillation. To the residue was added 75 g of methyl tert-butyl ether and 0.5 g of activated charcoal and stirred at 80~82°C for 1 hr. After hot filtration, the filtrate was cooled to 0~5°C for crystallization, filtered and dried to afford 18.2 g of 5-((4-ethylpiperazin-1-yl)methyl)pyridin-2-amine as a white solid in 82.7% yield and 99.3% purity of the liquid phase.

References

[1] Patent: CN107337634, 2017, A. Location in patent: Paragraph 0040; 0053; 0054; 0057; 0058; 0061; 0062

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