| Identification | Back Directory | [Name]
(S)-1,2-DIMETHYL-PIPERAZINE | [CAS]
485841-52-9 | [Synonyms]
(2S)-1,2-diMethylpiperazine
(S)-1,2-DIMETHYL-PIPERAZINE
1,2-Dimethyl-(2S)-piperazine
Piperazine, 1,2-diMethyl-, (2S)- | [Molecular Formula]
C6H14N2 | [MDL Number]
MFCD11858472 | [MOL File]
485841-52-9.mol | [Molecular Weight]
114.19 |
| Chemical Properties | Back Directory | [Boiling point ]
147.0±8.0 °C(Predicted) | [density ]
0.855±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [pka]
9.31±0.40(Predicted) | [Appearance]
Colorless to light yellow Liquid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of (S)-1,2-dimethylpiperazine from the compound (CAS:1152110-42-3): tert-butyl (S)-3,4-dimethylpiperazine-1-carboxylate (intermediate R27; 3.9335 g, 18.354 mmol) was dissolved in dichloromethane (DCM; 2.0 mL) and trifluoroacetic acid (TFA; 1.5 mL , 19.5 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was concentrated under vacuum to remove the solvent. The residue was diluted with a 4:1 solvent mixture of DCM:isopropanol (iPrOH) and extracted with saturated aqueous sodium bicarbonate (NaHCO3). The aqueous phase was back-extracted with a 4:1 solvent mixture of DCM:iPrOH. All organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under vacuum to afford the target product (S)-1,2-dimethylpiperazine (2.0 g, 95% yield). Mass spectrum (APCI) m/z = 115.3 (M + H). | [References]
[1] Patent: WO2018/71454, 2018, A1. Location in patent: Paragraph 001423; 001424; 001425
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 20, p. 8721 - 8734,14
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 20, p. 8721 - 8734 |
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