With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
Tert-butyl (S)-3-(hydroxymethyl)piperazine-1-carboxylate (887 mg, 4.1 mmol) was added to 53 7-bromo-4,6-dichloro-3-nitroquinoline (600 mg, 1.86 mmol), and 56 DIPEA (0.664 ml, 3.73 mmol) in NMP (4.5 ml) in a microwave tube, which was sealed and heated at 80 C. in a microwave reactor for 60 mins. To the reaction mixture was added 63 DCM (150 ml), and the organic layer was washed with water (3¡Á100 ml), brine, dried and evaporated to give a crude residue. The crude product was purified by flash silica chromatography, elution gradient 10 to 30% 57 EtOAc in 58 heptane. Pure fractions were evaporated to dryness to afford 91 tert-butyl (S)-4-(7-bromo-6-chloro-3-nitroquinolin-4-yl)-3-(hydroxymethyl) piperazine-1-carboxylate (365 mg, 39%) as a yellow solid. 1H NMR (500 MHz, DMSO, 27 C.) 1.44 (9H, s), 3.43-3.48 (2H, m), 3.76 (1H, s), 3.85-3.9 (1H, m), 3.96-4.05 (1H, m), 4.07-4.31 (3H, m), 4.58 (1H, t), 8.38 (1H, s), 8.50 (1H, s), 9.05 (1H, s), 11.15 (1H, s). m/z: ES+ [M+H]+ 501, 314741-40-7
314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, 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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