| Identification | More | [Name]
4-N-Boc-2-Methyl-piperazine | [CAS]
120737-59-9 | [Synonyms]
2-METHYL-4-BOC-PIPERAZINE
3-METHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
4-BOC-2-METHYL PIPERAZINE
4-N-BOC-2-METHYL-PIPERAZINE
N-1-BOC-3-METHYL PIPERAZINE
(+/-)-N4-BOC-2-METHYLPIPERAZINE
tert-Butyl 3-methylpiperazine-1-carboxylate
1-Boc-3-methyl-piperazine
N-1-BOC-3-METHYL PIPERIZINE
1-N-Boc-3-methylpiperizine
2-Methylpiperazine, N4-BOC protected | [Molecular Formula]
C10H20N2O2 | [MDL Number]
MFCD03001706 | [Molecular Weight]
200.28 | [MOL File]
120737-59-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
268.7±15.0 °C(Predicted) | [density ]
0.997±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
Chloroform, DMSO, Ethyl Acetate | [form ]
Oil | [pka]
8.52±0.40(Predicted) | [color ]
Clear Colourless | [InChI]
InChI=1S/C10H20N2O2/c1-8-7-12(6-5-11-8)9(13)14-10(2,3)4/h8,11H,5-7H2,1-4H3 | [InChIKey]
FMLPQHJYUZTHQS-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCNC(C)C1 | [CAS DataBase Reference]
120737-59-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P280a-P304+P340-P305+P351+P338-P405-P501a | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN3077 | [HS Code ]
29335990 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear Colourless Oil | [Uses]
4-N-Boc-2-methylpiperazine is a boc protetcted piperazine derivative used in the preparation of prazosin-related compounds with blocking activity toward α-adrenoreceptors. | [Synthesis]
General procedure for the synthesis of 4-tert-butoxycarbonyl-2-methylpiperazine from di-tert-butyl dicarbonate and 2-methylpiperazine: 1) Di-tert-butyl dicarbonate (21.7 g) was slowly added to a solution of 2-methylpiperazine (10.0 g) in methanol (200 mL) at room temperature, followed by continuous stirring of the reaction mixture for 24 hours. Upon completion of the reaction, the methanol solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography (eluent: chloroform-methanol mixed solvent) to finally obtain tert-butyl 3-methylpiperazine-1-carboxylate as a colorless oily product (19.3 g, 96.5% yield). The product was characterized by 1H-NMR (300 MHz, CDCl3): δ1.04 (3H, d, J=6.24 Hz), 1.46 (9H, s), 2.39 (1H, br s), 2.70-2.77 (3H, m), 2.94 (1H, br s), 3.93 (2H, br s). Mass spectrometry analysis (FAB) showed the molecular ion peak M/Z: 201 (M+H)+. | [References]
[1] Patent: US2003/153556, 2003, A1
[2] Patent: EP1621537, 2006, A1. Location in patent: Page/Page column 33
[3] Patent: WO2016/168619, 2016, A1. Location in patent: Paragraph 00286
[4] Patent: EP1548010, 2005, A1. Location in patent: Page/Page column 19
[5] Journal of Medicinal Chemistry, 2016, vol. 59, # 11, p. 5432 - 5448 |
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