Some tips on 25637-16-5

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Example 71; 9- [4- (tetrahydro-2H-pyran-4-yloxy) phenyl] -3, 4- dihydropyrido [2, 1-c] [1, 2, 4] thiadiazine 2,2-dioxideA mixture of potassium carbonate (750 mg) , 4- bromotetrahydro-2H-pyran (896 mg) , sodium iodide (814 mg) and 4- (2, 2-dioxido-3, 4-dihydropyrido [2, 1-c] [1,2, 4] thiadiazin-9- yl)phenol (300 mg) in DMSO (5 mL) was stirred at 150Covernight and 160C for 24 hr. The mixture was poured into IN NaOH aq. and extracted with EtOAc. The organic layer was separated, washed with IN NaOH aq. and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc) to give a white solid (66.6 mg) . The solid was purified by preparative HPLC (C18, eluted with H20 in acetonitrile containing 0.1% TFA) . The desired fraction was neutralized with sat. NaHC03 aq. and extracted with EtOAc. The organic layer was separated, dried over anhydrousmagnesium sulfate and concentrated in vacuo to give the title compound (17.0 mg) as a white solid.XH NMR (300 MHz, DMSO-d6) delta 1.46-1.73 (2H, m) , 1.99 (2H, dd, J = 13.1, 4.0 Hz), 3.38-3.58 (4H, m) , 3.76-3.99 (2H, m) , 4.56-4.75 (3H, m) , 6.69 (1H, t, J = 6.8 Hz), 6.95-7.08 (2H, m) ,7.40-7.52 (2H, m) , 7.59 (1H, dd, J = 7.2, 1.5 Hz), 7.74 (1H, dd, J = 6.4, 1.5 Hz) .

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KORI, Masakuni; IMAEDA, Toshihiro; NAKAMURA, Shinji; TOYOFUKU, Masashi; HONDA, Eiji; ASANO, Yasutomi; UJIKAWA, Osamu; MOCHIZUKI, Michiyo; WO2012/20848; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics