ChemicalBook CAS DataBase List 1-(4,6-DIMETHYL-2-PYRIMIDYL)PIPERAZINE

1-(4,6-DIMETHYL-2-PYRIMIDYL)PIPERAZINE synthesis

8synthesis methods

Product Name:1-(4,6-DIMETHYL-2-PYRIMIDYL)PIPERAZINE
CAS Number:22746-09-4
Molecular formula:C10H16N4
Molecular Weight:192.26

110-85-0 Synthesis

110-85-0
564 suppliers
$5.00/5G

4472-44-0 Synthesis

4472-44-0
254 suppliers
$6.00/1g

22746-09-4
37 suppliers
$77.00/250mg

Yield:22746-09-4 96%

Reaction Conditions:

with potassium carbonate in tetrahydrofuran;water at 20; for 24 h;

Steps:

4,6-Dimethyl-2-(piperazin-1-yl)pyrimidine (8)

To a stirred solution of piperazine (5 equiv.) and potassium carbonate (5 equiv.) in 24 mL of deionized water, 2-chloro-4,6-dimethylpyrimidine (1 equiv.)in 6 mL of tetrahydrofuran was added. The reaction mixture was stirred at room temperature for 24 h. After 24 h, tetrahydrofuran was evaporated in vacuo and the aqueous layer was extracted with25 mL of EA three times. The combined organic layer was dried with anhydrous sodium sulphate and dry-loaded onto silica gel. Crudes dry-loaded on silica gel were purified by flash chromatography (EA:Hexane = 1:100±100:1) to give 4,6-dimethyl-2-(piperazin-1-yl)pyrimidine as a white solid in 96% yield.1H NMR (400 MHz, DMSO-d6): = 6.35 (s, 1 H), 3.63 (t, J = 5.00 Hz, 4 H), 2.69 (t, J = 4.88 Hz, 4 H),2.20 (s, 6H). 13C NMR (DMSO-d6): = 166.47, 161.28, 108.37, 45.55, 44.46, 23.69.

References:

Tan, Aaron;Babak, Maria V.;Venkatesan, Gopalakrishnan;Lim, Clarissa;Klotz, Karl-Norbert;Herr, Deron Raymond;Cheong, Siew Lee;Federico, Stephanie;Spalluto, Giampiero;Ong, Wei-Yi;Chen, Yu Zong;Loo, Jason Siau Ee;Pastori, Giorgia [Molecules,2019,vol. 24,# 20,art. no. 3661]

767-15-7 Synthesis