2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol

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2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol Basic information
Product Name:2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol
Synonyms:2-[4-(6-amino-2-methyl-4-pyrimidinyl)-1-piperazinyl]ethanol;2-[4-(6-aMino-2-MethylpyriMidin-4-yl)piperazin-1-yl]ethan-1-ol;1-Piperazineethanol, 4-(6-amino-2-methyl-4-pyrimidinyl)-;2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol
CAS:914347-48-1
MF:C11H19N5O
MW:237.3
EINECS:604-604-1
Product Categories:
Mol File:914347-48-1.mol
2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol Structure
2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol Chemical Properties
Melting point 187-188 °C
Boiling point 465.7±45.0 °C(Predicted)
density 1.230
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka14.96±0.10(Predicted)
Safety Information
HS Code 2933399990
MSDS Information
2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol Usage And Synthesis
Synthesis
1-(2-Hydroxyethyl)piperazine

103-76-4

4-Amino-6-chloro-2-methylpyrimidine

1749-68-4

2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL

914347-48-1

General procedure for the synthesis of 2-(4-(6-amino-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol from N-hydroxyethylpiperazine and 2-methyl-4-amino-6-chloropyrimidine: 6-chloro-2-methylpyrimidin-4-ylamine (500 mg, 3.49 mmol), N-hydroxyethylpiperazine (500 mg, 3.84 mmol) and N,N-di isopropylethylamine (DIPEA, 541 mg, 4.19 mmol) were dissolved in 1,4-dioxane (5 mL). The reaction mixture was heated to reflux for 12 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction mixture was concentrated. The residue was washed with acetonitrile (MeCN) and subsequently recrystallized from methanol (MeOH) to afford the target compound 2-[4-(6-amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol (220 mg, 26.5% yield) as a white solid.1H NMR (400 MHz, MeOD) data were as follows: δ 5.61 (s, 1H, ArH), δ 3.74 (t, J = 6.0 Hz, 2H, OCH2), 3.64-3.61 (m, 4H, 2×CH2), 2.67-2.62 (m, 6H, 3×CH2), 2.31 (s, 3H, ArCH3).

References[1] Tetrahedron Letters, 2009, vol. 50, # 41, p. 5729 - 5732
[2] Patent: WO2014/52365, 2014, A1. Location in patent: Page/Page column 174-175
2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol Preparation Products And Raw materials
Raw materials1-(2-Hydroxyethyl)piperazine-->4-Amino-6-chloro-2-methylpyrimidine-->1,4-Dioxane-->N,N-Diisopropylethylamine
Tag:2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol(914347-48-1) Related Product Information
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