Adding a certain compound to certain chemical reactions, such as: 449758-17-2, name is 1-(2-Tetrahydropyranyl)-1H-pyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 449758-17-2, name: 1-(2-Tetrahydropyranyl)-1H-pyrazole
To a solution of 1 -tetrahydropyran-2-ylpyrazole (762 mg, 5 mmol, 1 equiv.) intetrahydrofuran (35 ml) cooled at -78C is added n-butyllithium (2.5M in hexanes) (2.2ml, 5.5 mmol, 1.1 equiv.) dropwise. The mixture is warmed to 0C for 10 minutes and then is warmed to ambient temperature for 10 minutes. It is cooled to -78C and a solution of 2-oxo-3 -(2-trimethylsilylethoxymethyl)- 1,3 -benzothiazole-6-carbaldehyde (1.55 g, 5 mmol, 1 equiv.) in tetrahydrofuran (7 ml) is added. The mixture is stirred at -78C for one hour, quenched with aqueous saturated ammonium chloride, and extracted with ethyl acetate. The extracts are dried over sodium sulfate, filtered, and concentrated to an oil which is purified by silica chromatography eluting with 0-45% ethyl acetate in hexanes to afford 6- [hydroxy-(1 -tetrahydropyran-2-ylpyrazol-3 -yl)methyl] -3-(2- trimethylsilylethoxymethyl)-1,3-benzothiazol-2-one (1 .99g, 4.31 mmol, 86%) as amixture of diastereomers. LCMS (low pH): r.t. 2.27 mm.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(2-Tetrahydropyranyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ELI LILLY AND COMPANY; GARDINIER, Kevin Matthew; GERNERT, Douglas Linn; HAHN, Patric James; HOLLINSHEAD, Sean Patrick; KHILEVICH, Albert; MAYHUGH, Daniel Ray; ORNSTEIN, Paul Leslie; PORTER, Warren Jaye; REEL, Jon Kevin; SCHKERYANTZ, Jeffrey Michael; SPINAZZE, Patrick Gianpietro; STEVENS, Freddie Craig; WITKIN, Jeffrey Michael; (199 pag.)WO2015/183673; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics