With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.
Intermediate 1 (5.1 g, 22.1 mmol), 4-(bromomethyl)tetrahydro-2H-pyran (4.35 g24.3 mmol) and caesium carbonate (36 g, 110 mmol) were stirred in DMF (150 mL)at 120C for 22h. The reaction mixture was filtered and the filtrate concentratedunder reduced pressure. Crude material (7.1 g) contained the title compoundalongside with the corresponding carboxylic acid.This mixture was stirred in methanol (150 mL) and acetyl chloride (4.23 g, 53.9 mmol) at 90C for 16 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure. Crude material was purified by columnchromatography (silica gel, hexane/ EE gradient) to afford the title compound 6.02 g (83% yield).1H NMR (400 MHz, DMSO-d6) 6 [ppm] 1.26 – 1.39 (m, 2 H) 1.66 (dd, J=12.80, 1.90 Hz, 2 H) 1.94 – 2.06 (m, 1 H) 3.29 – 3.37 (m, 2 H) 3.85 – 3.90 (m, 5 H) 3.92 (d, J=6.34 Hz, 2 H) 7.42 (dd, J=2.41, 1.39 Hz, 1 H) 7.46 (t, J=2.15 Hz, 1 H) 7.62 (t,J=1.52 Hz, 1 H).
125552-89-8, As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.
Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics