With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.720706-20-7,(4-Amino-4-tetrahydropyranyl)methanol,as a common compound, the synthetic route is as follows.
720706-20-7, To a stirred solution of 2, 4-dichloro-5-((4-methoxybenzyl) oxy) pyrimidine (2 g, 7.04 mmol) in isopropyl alcohol (30 mL) under an argon atmosphere were added diisopropylethylamine (2.4 mL, 14.08 mmol) and (4-aminotetrahydro-2H-pyran-4-yl) methanol (900 mg, 7.04 mmol) at room temperature. The reaction mixture was stirred at 120 oC for 48 h. After consumption of starting material (monitored by TLC), the volatile components were evaporated in vacuo. The crude material was purified by column chromatography using 20-30% EtOAc:hexanes to afford (4-((2-chloro-5-((4-methoxybenzyl) oxy) pyrimidin-4-yl) amino) tetrahydro-2H-pyran-4-yl) methanol (1 g, 38%) as a white solid. 1H NMR (CDCl3, 400 MHz): delta 7.66 (s, 1H), 7.30 (d, 2H), 6.94 (d, 2H), 5.47 (s, 1H), 5.03 (s, 2H), 4.60 (t, 1H), 3.87-3.83 (m, 5H), 3.80-3.73 (m, 2H), 3.68-3.60 (m, 2H), 1.97-1.87 (m, 4H); LCMS: 379.9 (M+1); (column; X-select CSH C-18 (50 ¡Á 3.0 mm, 3.5 mum); RT 3.07 min. 0.05% Aq TFA: CH3CN; 0.8 mL/min); TLC: 50% EtOAc:hexane (Rf: 0.3).
As the paragraph descriping shows that 720706-20-7 is playing an increasingly important role.
Reference£º
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/109109; (2015); A1;,
Tetrahydropyran – Wikipedia
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