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

pka

6.90±0.10(Predicted)

form 

Oil

color 

Colorless

Safety Information

HS Code 

2933599590

1-Boc-4-methylpiperazine Usage And Synthesis

Chemical Properties

Colorless Oil

Uses

1-Boc-4-methylpiperazine can be used in the preparation of piperazine-1-carboxamide derivatives as fatty acid amide hydrolase (FAAH) inhibitors.

Synthesis

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

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