Synthetic Route of 28539-02-8 ,Some common heterocyclic compound, 28539-02-8, molecular formula is C7H7N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a solution of 2-(4-((6-methoxypyridin-3-yl)oxy)piperidin-1-yl)-3-methylfuro[3,4- b]pyridin-5(7H)-one (70 mg, 0.197 mmol) in THF (3 mL) was added LDA (2.5 M in THF, 0.095 mL, 0.236 mmol) at -78 C under a nitrogen atmosphere. The reaction was stirred at -78 C for 15 min before (1H-benzo[d][1,2,3]triazol-1-yl)methanol (29.4 mg, 0.197 mmol) was added. After 30 min the reaction was quenched with aqueous ammonium chloride (saturated, 5 mL) and was extracted with DCM (10 mL x 3). The combined organic layers were concentrated and purified by reverse phase HPLC (ACN/water with 0.1% NH3OH modifier) to afford the title compound. MS: 386 (M+1).1H NMR (400 MHz, methanol-d4): delta 7.84 (1H, d, J = 2.8 Hz), 7.79 (1H, s), 7.43 (1H, dd, J = 8.8, 2.8 Hz), 6.76 (1H, d, J = 8.8 Hz), 5.34 (1H, s), 4.52-4.54 (1H, m), 4.16 (1H, dd, J = 12.8, 2.8 Hz), 3.95 (1H, dd, J = 4.0, 0.8 Hz), 3.85 (3 H, s), 3.71-3.73 (2 H, m), 3.28-3.35 (2 H, m), 2.38 (3 H, s), 2.11-2.16 (2 H, m), 1.87-1.92 (2 H, m).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.
Reference:
Patent; MERCK SHARP & DOHME CORP.; GAO, Xiaolei; KNOWLES, Sandra, L.; LI, Chunsing; LO, Michael Man-Chu; MAZZOLA, Robert, D., Jr.; ONDEYKA, Debra, L.; (148 pag.)WO2018/118736; (2018); A1;,
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