With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.
). A solution of 28b (68 mg, 0.141 mmol), pyridazin-4-amine (20.06 mg, 0.211 mmol), HATU (107 mg, 0.281 mmol) and DIPEA (0.098 mL, 0.563 mmol) in DMF (7 mL) was stirred at 60 C for 4 hr. After cooled to room temperature, the mixture was diluted with EA, washed with water and brine, dried over Na2SO4 and concentrated. The residue was re-dissolved in DMF and purified by flash chromatography on C18 (5~95% MeCN in H2O, 0.05% NH4OH) to give the title compound (28.3 mg, 0.061 mmol, 43.3 % yield) as a white solid. LCMS: 447 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta 10.75 (s, 1H), 9.21 (dd, J= 2.8, 1.2 Hz, 1H), 9.00-9.08 (m, 1H), 8.02 (dd, J= 6.0, 2.8 Hz, 1H), 7.46-7.54 (m, 3 H), 7.40-7.46 (m, 1H), 7.27-7.39 (m, 3H), 7.23 (d, J= 8.8 Hz, 1H), 5.18-5.25 (m, 2H), 3.44 (t, J= 6.0 Hz, 2H), 3.24 (s, 3H), 2.96 (br., 2 H), 2.45-2.49 (m, 2H), 1.99-2.12 (m, 2 H), 1.69-1.78 (m, 2H), 1.55-1.69 (m, 2H). 13C NMR (101 MHz, CDCl3): delta 164.5, 155.3, 151.5, 143.5, 140.5, 137.5, 134.8, 132.6, 131.3, 129.9, 129.5, 128.8, 119.9, 114.1, 113.0, 72.4, 70.3, 58.9, 58.3, 54.6, 41.6, 33.3.
20744-39-2, As the paragraph descriping shows that 20744-39-2 is playing an increasingly important role.
Reference£º
Article; Ding, Xiao; Stasi, Luigi Piero; Dai, Xuedong; Long, Kai; Peng, Cheng; Zhao, Baowei; Wang, Hailong; Sun, Changhui; Hu, Huan; Wan, Zehong; Jandu, Karamjit S.; Philps, Oliver J.; Chen, Yan; Wang, Lizhen; Liu, Qian; Edge, Colin; Li, Yi; Dong, Kelly; Guan, Xiaoming; Tattersall, F. David; Reith, Alastair D.; Ren, Feng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 212 – 215;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem