1-METHYL-4-(6-AMINOPYRIDIN-3-YL)PIPERAZINE Chemical Properties

Melting point:

148 °C

Boiling point:

368.1±42.0 °C(Predicted)

Density 

1.142±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Acetonitrile (Slightly), Chloroform (Slightly), Water (Slightly)

form 

powder to crystal

pka

7.41±0.42(Predicted)

color 

Light yellow to Brown

Stability:

Hygroscopic

InChI

InChI=1S/C10H16N4/c1-13-4-6-14(7-5-13)9-2-3-10(11)12-8-9/h2-3,8H,4-7H2,1H3,(H2,11,12)

InChIKey

QDMPMBFLXOWHRY-UHFFFAOYSA-N

SMILES

C1(N)=NC=C(N2CCN(C)CC2)C=C1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2933399990

1-METHYL-4-(6-AMINOPYRIDIN-3-YL)PIPERAZINE Usage And Synthesis

Chemical Properties

Light yellow to Brown powder to crystal.

Uses

5-(4-Methylpiperazin-1-yl)pyridin-2-amine can be used for chemical mechanical planarization for tungsten-containing substrates.

Synthesis

General procedure for the synthesis of 1-methyl-4-(6-aminopyridin-3-yl)piperazine from 1-methyl-4-(6-nitropyridin-3-yl)piperazine: a mixture of 1-methyl-4-(6-nitropyridin-3-yl)piperazine (1.11 g, 5.02 mmol) and 10% Pd/C (110 mg) in methanol (15 mL) was stirred for 5 h at room temperature . Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford 951 mg (99% yield) of a yellow solid product, 1-methyl-4-(6-aminopyridin-3-yl)piperazine, which could be used in the subsequent reaction without further purification. The 1H NMR (CDCl3) data of the product were as follows: δ 7.78 (d, 1H, J = 3.0 Hz), 7.18 (dd, 1H, J = 3.0, 8.9 Hz), 6.48 (d, 1H, J = 8.9 Hz), 3.08 (dd, 4H, J = 4.9, 4.9 Hz), 2.61 (dd, 4H, J = 4.9, 4.9 Hz) , 2.37 (s, 3H).

References

[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 5, p. 1892 - 1915
[2] Patent: US2005/38078, 2005, A1. Location in patent: Page/Page column 29
[3] Patent: WO2004/14904, 2004, A1. Location in patent: Page 51
[4] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 2, p. 348 - 364
[5] Patent: US2017/313683, 2017, A1. Location in patent: Paragraph 0300-0301

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