1-Boc-4-methylpiperazine

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1-Boc-4-methylpiperazine Basic information
Product Name:1-Boc-4-methylpiperazine
Synonyms:4-METHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-Methyl-4-(tert-butoxycarbonyl)piperazine;4-Methyl-1-piperazinecarboxylic Acid 1,1-Dimethylethyl Ester;N-Boc-N-methylpiperazine;1-BOC-4-METHYLPIPERAZINE;4-Methyl-1-piperazinecarboxylic Acid 1,1-DiMethylethyl Ester-d3;4-Methylpiperazine-1-carboxylic Acid tert-Butyl Ester-d3;N-Boc-N-Methylpiperazine-d3
CAS:53788-49-1
MF:C10H20N2O2
MW:200.28
EINECS:
Product Categories:Intermediates;Piperidines, Piperidones, Piperazines;Heterocyclic Compounds;Heterocycles
Mol File:53788-49-1.mol
1-Boc-4-methylpiperazine Structure
1-Boc-4-methylpiperazine Chemical Properties
Boiling point 254.8±33.0 °C(Predicted)
density 1.023±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform, Dichloromethane, Ethyl Acetate, Methanol
pka6.90±0.10(Predicted)
form Oil
color Colorless
Safety Information
HS Code 2933599590
MSDS Information
1-Boc-4-methylpiperazine Usage And Synthesis
Chemical PropertiesColorless Oil
Uses1-Boc-4-methylpiperazine can be used in the preparation of piperazine-1-carboxamide derivatives as fatty acid amide hydrolase (FAAH) inhibitors.
Synthesis
1-Methylpiperazine

109-01-3

Di-tert-butyl dicarbonate

24424-99-5

1-Boc-4-methylpiperazine

53788-49-1

Di-tert-butyl dicarbonate (3.48 mL, 15.0 mmol) was slowly added to a solution of N-methylpiperazine (1.00 g, 10.0 mmol) in tetrahydrofuran (10 mL) under ice bath cooling conditions. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the solution was concentrated and the product was purified by silica gel column chromatography. The grades containing 1-boc-4-methylpiperazine were collected, concentrated and dried under reduced pressure to afford the target compound 1-boc-4-methylpiperazine (2.15 g, quantitative yield). The structure of the product was confirmed by 1H-NMR (CDCl3), δ: 3.44 (4H, t, J = 5.0 Hz), 2.34 (4H, t, J = 5.0 Hz), 2.29 (3H, s), 1.46 (9H, s).

References[1] Tetrahedron Letters, 2008, vol. 49, # 16, p. 2527 - 2532
[2] Patent: EP2703406, 2014, A1. Location in patent: Paragraph 0392
[3] Asian Journal of Chemistry, 2017, vol. 29, # 6, p. 1313 - 1316
[4] Tetrahedron Letters, 2009, vol. 50, # 46, p. 6244 - 6246
[5] Journal of Organic Chemistry, 2006, vol. 71, # 21, p. 8283 - 8286
1-Boc-4-methylpiperazine Preparation Products And Raw materials
Raw materials1-Methylpiperazine-->Di-tert-butyl dicarbonate
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