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 25222-43-9 as follows. COA of Formula: C4H6N2O
General procedure: To a solution of compound 6 (131 mg, 0.50 mmol) in DMF (2 mL) was added pyrazole (51 mg, 0.75 mmol), K2CO3 (138 mg, 1.00 mmol). The mixture was heated at 100 °C for 1 h. Reaction mixture was cooled, ice cold water (30 mL) was added and then extracted with EtOAc twice (30 mL × 2) and the combined organic layers were washed by saturated brine (30 mL). Then the organic layers were dried over Na2SO4, filtered and evaporated to afford the crude product used without further purification, To a solution of CF3COOH (1 mL) in CH2Cl2 (4 mL) was added the remaining solid (92 mg, 0.30 mmol). The mixture was at room temperature for 3 h, and then it was concentrated under reduced pressure to afford the crude product 19 used without further purification. To a solution of the product (99 mg, 0.30 mmol) in DMF (8 mL) was added 3-[(R)-1-(4-fluorophenyl)ethylaminocarbonyl]-5-[methyl (methylsulfonyl)amino]benzoic acid (106 mg, 0.27 mmol), EDCI (52 mg, 0.27 mmol), HOBt (37 mg, 0.27 mmol), DIPEA (99 muL, 0.60 mmol) was added and the mixture was allowed to react overnight at room temperature. Then the resulting mixture was diluted by 50 mL EtOAc and washed with dilute HCl aqueous solution (30 mL), saturated aqueous NaHCO3 (30 mL) and saturated brine (30 mL) sequentially. The organic layers were dried over Na2SO4 and evaporated to give the residue, which was purified by silica gel chromatography to afford 20 (149 mg, 91.3 percent).
According to the analysis of related databases, 25222-43-9, the application of this compound in the production field has become more and more popular.
Reference:
Article; Li, Jia; Zou, Yiquan; Xu, Lei; Chen, Wuyan; Zhu, Yiping; Chen, Tiantian; Fu, Yan; Li, Li; Ma, Lanping; Xiong, Bing; Wang, Xin; Li, Jian; He, Jianhua; Zhang, Haiyan; Xu, Yechun; Shen, Jingkang; European Journal of Medicinal Chemistry; vol. 68; (2013); p. 270 – 283;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics