| Identification | Back Directory | [Name]
2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL | [CAS]
914347-48-1 | [Synonyms]
1-Piperazineethanol, 4-(6-amino-2-methyl-4-pyrimidinyl)- 2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL 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 | [EINECS(EC#)]
604-604-1 | [Molecular Formula]
C11H19N5O | [MDL Number]
MFCD08275728 | [MOL File]
914347-48-1.mol | [Molecular Weight]
237.3 |
| Chemical Properties | Back Directory | [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 | [pka]
14.96±0.10(Predicted) |
| Hazard Information | Back Directory | [Synthesis]
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 |
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