With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4677-18-3,2-(Tetrahydro-2H-pyran-4-yl)ethanol,as a common compound, the synthetic route is as follows.,4677-18-3
To a solution of Intermediate I, 4,6-dichloro-2-(methylsulfonyl)pyrimidine (113 mg, 0.5 mmol) in THF (5 ml), was added NaH (14 mg, 0.64mmol) and the solution cooled to -78C. 2- (tetrahydro-2H-pyran-4-yl)ethan-1-ol (65mg) was added dropwise as a solution in THF (lml), and the solution stirred for lh at -78C, then quenched with water, extracted with EtOAc, dried (Mg504), filtered, evaporated and purified by silica gel chromatography (hexane / EtOAc) to give 65 mg of 4-(2-(3,5-dichlorophenoxy)ethyl)tetrahydro-2H-pyran. This was dissolved in DMF (3 ml), NaH (9 mg) was added, followed by 5-(3-methoxyphenyl)-1H-pyrazole (41 mg) and the reaction mixture stirred for lh at RT. Morpholine (21u1) was added, and the reaction stirred overnight at rt, then quenched with water, extracted with EtOAc, dried (Mg504), filtered, evaporated and purified by LC/MS to give 9 mg of 4-(6-(3-(3-methoxyphenyl)-1H-pyrazol-1-yl)- 2-(2-(tetrahydro-2H-pyran-4-yl)ethoxy)pyrimidin-4-yl)morpholine, Compound 3. LC/MS (mobile phase 5-100% ACN in 5 mi, Rt = 4.14 mi (M+H) 466
As the paragraph descriping shows that 4677-18-3 is playing an increasingly important role.
Reference£º
Patent; ACURASTEM INC.; SMRCINA, Martin; LI, Ronghua; NAIR, Anil; AUGUST, Paul; BJERGARDE, Kirsten; (94 pag.)WO2019/46316; (2019); A1;,
Tetrahydropyran – Wikipedia
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