With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.
Zinc powder (5.20g, 80mmol) in 100mL of tetrahydrofuran was added, was added titanium tetrachloride (4.4mL, 40mmol), the reaction was refluxed for 2 hours, cooled to 0 deg.] C, was added lithium tetrahydroaluminate (750mg, 20mmol),The mixture was stirred under ice bath for 10 minutes. Triethylamine (2.8 mL, 20 mmol) was added and the reaction was refluxed for 1 hour. The prefabricated 10 mL(4-bromophenyl) (3-fluoro-1- (tetrahydro-2H-pyran-2-yl) -1H-indazol-5-yl) methanone4c (2.02 g, 5 mmol) and2,2,6,6-tetramethyldihydro-2H-pyran-4 (3H) -one(2.34 g, 15 mmol) in tetrahydrofuran was refluxed for 1 hour. After completion of the reaction, the reaction was quenched by the addition of 50 mL of water, extracted with ethyl acetate (50 mL x 3) and the organic phase was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography eluting with eluent system B to give the title product5-(4-bromophenyl) methyl) -3-fluoro-1- (tetrahydro-2H-pyran-2-yl) -1H-indazole12a (2.35 g, yellow viscous) in 89% yield.
As the paragraph descriping shows that 1197-66-6 is playing an increasingly important role.
Reference£º
Patent; Yang, Fanglong; Wang, Chunfei; Wang, Yang; He, Mingxun; Hu, Qiyue; He, Feng; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; (53 pag.)CN106518768; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics