Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 449758-17-2, name is 1-(2-Tetrahydropyranyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 449758-17-2
n-BuLi (2.5 M, 40 mL, 0.016 mol) was added to a solution of 1- (tetrahydro-2H-pyran-2-yl) -1H-pyrazole (2.0 g, 0.013 mol) in anhydrous THF (10 mL) at -78 under nitrogen atmosphere. The resulting mixture was stirred at -78 for 30 min before 2-isopropoxy-4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolane (2.7 g, 0.014 mol) was added dropwise. After addition, the reaction was held at -78 for 3 h. Excess base was quenched with aqueous HCl solution (1 M, 10 mL) and the mixture was warmed to 25 , then extracted with EtOAc (15 mL ×3) . The combined organic layers were dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (PE:EtOAc 5:1) to afford the title compound. MS: m/z 279.1 (M + 1) .1H NMR (400 MHz, DMSO-d6) delta 7.51 (s, 1H) , 6.64 (s, 1H) , 5.70 (d, J 8.5 Hz, 1H) , 3.89 (d, J 11.3 Hz, 1H) , 3.48 -3.61 (m, 1H) , 2.20 -2.33 (m, 1H) , 1.83-2.03 (m, 2H) , 1.43-1.69 (m, 3H) , 1.28 (d, J 4.8 Hz, 12H) .
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MERCK SHARP & DOHME CORP.; COOKE, Andrew J.; PITTS, Daniel; JOHNSON, Adam; BESHORE, Douglas C.; HURZY, Danielle; MITCHELL, Helen; FRALEY, Mark; MCCOMAS, Casey; SCHIRRIPA, Kathy; MERCER, Swati P.; NANDA, Kausik; MENG, Dongfang; WU, Jane; BABAOGLU, Kerim; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (156 pag.)WO2016/54807; (2016); A1;,
Pyrazole – Wikipedia,
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