With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.
Step 1) tert-butyl (1-(6-cyanopyridazin-3-yl)piperidin-4-yl)(methyl)carbamate To a solution of tert-butyl methyl(piperidin-4-yl)carbamate (605.8 mg, 2.83 mmol) and 6-chloropyridazine-3-carbonitrile (796.5 mg, 5.71 mmol) in EtOH (15 mL) was added Et3N (1.14 g, 11.30 mmol). The reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/1) to give the title compound as a yellow solid (252.0 mg, yield 28.1%). LC-MS (ESI, pos. ion) m/z: 318.0 [M+H]+; 1H NMR (400 MHz, CDCl3) delta (ppm): 7.45 (d, J=9.6 Hz, 1H), 6.87 (d, J=9.6 Hz, 1H), 4.68 (d, J=13.0 Hz, 2H), 4.33 (t, J=6.7 Hz, 1H), 3.11 (t, J=12.2 Hz, 2H), 2.73 (s, 3H), 1.85 (d, J=11.8 Hz, 2H), 1.71 (m, 2H), 1.50 (s, 9H)., 35857-89-7
As the paragraph descriping shows that 35857-89-7 is playing an increasingly important role.
Reference£º
Patent; Sunshine Lake Pharma Co., Ltd.; Calitor Sciences, LLC; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (78 pag.)US2016/229837; (2016); A1;,
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