With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
DIPEA (84 ml, 480.94 mmol) was added to 53 7-bromo-4,6-dichloro-3-nitroquinoline (60 g, 186.37 mmol) and 55 tert-butyl (R)-3-(hydroxymethyl)piperazine-1-carboxylate (89 g, 410.02 mmol) in 131 i-PrOH (600 ml). The resulting mixture was stirred at 80 C. for 2 hours. The solvent was removed under reduced pressure. The crude product was purified by flash silica chromatography, elution gradient 0 to 20% 57 EtOAc in 148 petroleum ether. Pure fractions were evaporated to dryness to afford 199 tert-butyl (3R)-4-(6-bromo-7-chloro-3-nitroquinolin-4-yl)-3-(hydroxymethyl)piperazine-1-carboxylate (54 g, 58%) as a yellow solid. 1H NMR (DMSO, 300 MHz) 1.16 (1H, t), 1.31-1.46 (9H, m), 1.97 (1H, s), 2.10-2.27 (1H, m), 2.36 (1H, d), 2.66 (1H, s), 3.47 (1H, s), 3.77 (1H, s), 4.01 (1H, q), 4.14 (1H, s), 7.50-7.64 (1H, m), 8.52 (1H, d), 8.62 (1H, s), 11.16 (1H, s). m/z (ES+), [M+H]+=503., 278788-66-2
The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.
Reference：
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