With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4295-99-2,4-Cyanotetrahydro-4H-pyran,as a common compound, the synthetic route is as follows.
Step 1: To an oven-dried, nitrogen-cooled flask was added Pd2(dba)3 (96 mg, 0.10 mmol), BINAP (131 mg, 0.2 10 mmol), and THF (2 mL). The mixture was stirred for 10 mm followed by the addition of di-tert-butyl 8-bromo-5H-benzo [b]pyrido [2,3 -e] [1 ,4]diazepine-6, 11- dicarboxylate (500 mg, 1.05 mmol), tetrahydro-2H-pyran-4-carbonitrile (520 mg, 4.68 mmol), and lithium hexamethyldisilazide (0.5 M in THF, 9.2 mL, 4.6 mmol). The reaction mixture washeated to 80C for 24 h, and then cooled to room temperature. The reaction mixture was dilulted with 1:1 DCM:EtOAc (50 mL), and filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was dissolved in DCM (2 mL), and TFA (2 mL) was added. The reaction mixture was stirred for an 3 h, and then concentrate under reduced pressure. The residue was purified by reverse phase HPLC (acetonitrile/water, with 0.1% TFA modifier) to thetitle compound. MS: 307 (M + 1).
4295-99-2, As the paragraph descriping shows that 4295-99-2 is playing an increasingly important role.
Reference£º
Patent; MERCK SHARP & DOHME CORP.; FISCHER, Christian; BOGEN, Stephane, L.; CHILDERS, Matthew, L.; LLINAS, Francesc Xavier Fradera; ELLIS, J. Michael; ESPOSITE, Sara; HONG, Qingmei; HUANG, Chunhui; KIM, Alexander, J.; LAMPE, John, W.; MACHACEK, Michelle, R.; MCMASTERS, Daniel, R.; OTTE, Ryan, D.; PARKER, Dann, L., Jr.; REUTERSHAN, Michael; SCIAMMETTA, Nunzio; SHAO, Pengcheng, P.; SLOMAN, David, L.; UJJAINWALLA, Feroze; WHITE, Catherine; WU, Zhicai; YU, Yang; ZHAO, Kake; GIBEAU, Craig; BIFTU, Tesfaye; BIJU, Purakkattle; CHEN, Lei; CLOSE, Joshua; FULLER, Peter, H.; HUANG, Xianhai; PARK, Min, K.; SIMOV, Vladimir; WITTER, David, J.; ZHANG, Hongjun; (297 pag.)WO2016/89797; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics