Application of 31108-57-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 31108-57-3 as follows.
Synthesis of II-B14 To a solution of II-B13 (220 mg, 0.53 mmol) in acetone (3 mL) was added 4-cyano-pyrazole (197 mg, 2.1 mmol) and K2C03 (292 mg, 2.1 mmol). After stirring at 25C for 16 h, the reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2 x 10 mL). The combined organic solution was concentrated and purified by prep-HPLC (Instrument: BF; Column: Xtimate C18 l50*25mm*5pm; Condition: water (0.225% FA)-ACN; Begin B: 50; End B: 70; Gradient Time (min): 7.5; 100%B Hold Time (min): 2; FlowRate (mL/min): 30), lyophilized and re-crystallized from MeCN/H20 (20 mL, 1 : 1) to give II-B14 (84 mg, 37%) as a solid. 1H NMR (400 MHz, CDCl3) dH, 7.84-7.78 (m, 2H), 5.07 (d, 7= 18.0 Hz, 1H), 4.95 (d, 7 = 18.6 Hz, 1H), 3.88-3.77 (m, 2H), 3.71 (dd, 7=3.6, 11.6 Hz, 1H), 3.27 (t, 7= 11.6 Hz, 1H), 2.72 (dd, 7=3.6, 11.2 Hz, 1H), 1.89-1.69 (m, 5H), 1.55-1.24 (m, 15H), 1.16-0.99 (m, 6H); LC-ELSD/MS purity 99%, MS ESI calcd. for C25H34N302 [M+H-H20]+ 408.3, found 408.2.
According to the analysis of related databases, 31108-57-3, the application of this compound in the production field has become more and more popular.
Reference:
Patent; SAGE THERAPEUTICS, INC.; ROBICHAUD, Albert, Jean; SALITURO, Francesco, G.; BLANCO-PILLADO, Maria, Jesus; LA, Daniel; HARRISON, Boyd, L.; (206 pag.)WO2019/140272; (2019); A1;,
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