With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19752-84-2,Tetrahydro-2H-pyran-3-ol,as a common compound, the synthetic route is as follows.
To a stirring solution of carbonyl carbonyldiimidazole (0.15 g, 0.93) in THF (4 mL) under an atmosphere of nitrogen was added 2-tetrahydropyran-4-ol (0.09 g, 0.93 mmol) at 5C. The resulting mix was stirred at room temperature for one hour and then added to a stirring mix of [4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanamine hydrochloride (0.26 g, 0.93 mmol) and DBU in tetrahydrofuran (2 mL). The reaction mixture was allowed to react for 18 hours at room temperature then poured onto water and extracted with ethyl acetate. The combined organic layers were, dried over sodium sulfate, and filtered. The solvent was removed under reduced pressure and the resultant crude residue was purified by reverse phase high pressure liquid chromatography to afford 0.13 g of the titled compound as a yellow oil. LC/MS (Method A) retention time = 1.01 minutes, minutes, 372 (M+H). 1NMR (400 MHz, CDCIs) delta ppm: 8.1 1 (d, 2H), 7.45 (d, 2H), 5.10 (sbr, 2H), 4.89 (m, 2H), 4.47 (d,2H), 3.92 (m, 2H), 3.34 (m, 2H), 1.97 (m, 2H), 1 .69 (m, 2H). 19F NMR (400 MHz, CDCI3) delta ppm: -65.34 (s)., 19752-84-2
As the paragraph descriping shows that 19752-84-2 is playing an increasingly important role.
Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; HOFFMAN, Thomas, James; STIERLI, Daniel; BEAUDEGNIES, Renaud; POULIOT, Martin; (88 pag.)WO2017/103223; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics