With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1403898-64-5,(2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
DIPEA (7.7 ml, 44.2 mmol) was added slowly to a stirred solution of 472 7-bromo-4,6-dichloro-8-methyl-3-nitroquinoline (9.9 g, 29.47 mmol) and 180 tert-butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate (8.82 g, 38.31 mmol) in 63 DCM (100 ml) at rt. The resulting solution was stirred at rt for 64 h and then concentrated in vacuo to afford crude product, which was purified by flash silica chromatography (0 to 40% 57 EtOAc in 58 heptane) to give 487 tert-butyl (2R,5R)-4-(7-bromo-6-chloro-8-methyl-3-nitroquinolin-4-yl)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate (8.9 g, 57%) as an orange solid; 1H NMR (400 MHz, DMSO, 30 C.) 1.22 (3H, d), 1.45 (9H, s), 2.91 (3H, s), 2.93-3.02 (1H, m), 3.46-3.68 (3H, m), 3.68-3.81 (2H, m), 4.02 (1H, d), 4.22-4.38 (1H, m), 4.62 (1H, t), 8.22 (1H, s), 9.05 (1H, s); m/z: ES+ [M+H]+ 529.2., 1403898-64-5
1403898-64-5 (2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate 71003242, 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
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