With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.
To a solution of 53 7-bromo-4,6-dichloro-3-nitroquinoline (2.07 g, 6.43 mmol) in 78 THF (50 ml) was added 242 1-(tert-butyl) 3-methyl piperazine-1,3-dicarboxylate (2.356 g, 9.64 mmol) followed by 56 DIPEA (3.36 ml, 19.29 mmol) under nitrogen. The reaction was then heated at reflux overnight, cooled and evaporated, taken up in water and extracted with DCM then dried by passing through a phase separator cartridge. Evaporation afforded an orange gum which was purified by flash silica chromatography, elution gradient 0 to 50% 57 EtOAc in 58 heptane. Pure fractions were evaporated to dryness to afford 243 1-(tert-butyl) 3-methyl-4-(7-bromo-6-chloro-3-nitroquinolin-4-yl)piperazine-1,3-dicarboxylate (1.66 g, 49%) as a yellow foam. 1H NMR (400 MHz, DMSO, 30 C.) 1.45 (9H, s), 3.30 (1H, s), 3.55 (3H, s), 3.59-3.69 (1H, m), 3.72 (1H, d), 3.75 (1H, d), 3.84 (1H, s), 4.11 (1H, s), 4.35 (1H, s), 8.50 (1H, s), 8.54 (1H, s), 9.12 (1H, s). m/z: ES+ [M+H]+ 529., 129799-08-2
129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.
Reference£º
Patent; ASTRAZENECA AB; Kettle, Jason Grant; Bagal, Sharanjeet; Robb, Graeme Richard; Smith, James Michael; Goldberg, Frederick Woolf; Cassar, Doyle Joseph; Feron, James Lyman; US2019/177338; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics