Some tips on tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate

112257-12-2, 112257-12-2 tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate 15829155, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112257-12-2,tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Commercially available 4-nitroimidazole (0.55 g, 4.9 mmol) was dissolved in 2 mL of freshly distilled DMF, under N2, and cooled to 0 C. Sodium hydride (0.14 g, 5.9 mmol) was added to the reaction and stirred for 30 min before a dropwise addition of tert-butyl 4-(2-bromoacetyl)piperazine-1-carboxylate (1.50 g, 4.9 mmol) dissolvedin 2 mL of DMF. The mixture was slowly warmed to room temperature and stirred overnight. Addition of 10 mL of water caused a white precipitate to form. The solid was filtered and dried under reduced pressure overnight to afford tert-butyl 4-(2-(4-nitro-1H-imidazol-1-yl)acetyl)piperazine-1-carboxylate 8b (1.26 g, 3.7 mmol,76%); mp: 197-199 C. 1H NMR (400 MHz, CDCl3) delta 7.82-7.81 (d,J 1.5 Hz, 1H), 7.45-7.44 (d, J 1.4 Hz, 1H), 4.86 (s, 2H), 3.65-3.63(m, 2H), 3.56-3.54 (m, 2H), 3.50-3.47 (m, 4H), 1.48 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 163.1, 154.6, 148.2, 137.1, 120.9, 81.1, 48.8, 45.0,42.5, 28.5; HRMS (ESI-TOF): [M+H]+ Calc’d for C14H22N5O5 m/z 340.1621. Found, m/z 340.1607.

112257-12-2, 112257-12-2 tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate 15829155, apiperazines compound, is more and more widely used in various fields.

Reference:
Article; Abuteen, Akram; Zhou, Feifei; Dietz, Christopher; Mohammad, Innus; Smith, Michael B.; Zhu, Quing; Dyes and Pigments; vol. 126; (2016); p. 251 – 260;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics