Application of 15871-85-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 15871-85-9, name is 2-Methoxypyridine-5-carbonitrile. A new synthetic method of this compound is introduced below.
Step A: Preparation of 2-(6-Methoxypyridin-3-yl)propan-2-amine. fMethod Ll To a flame dried flask containing cerium(III) chloride (4.59 g, 18.64 mmol) was addedTHF (60 mL) under nitrogen atmosphere. The suspension was stirred at room temperature for 2 h, cooled down below -50 0C, then added methyllithium (11.65 mL, 18.64 mmol) in hexanes. The whole reaction mixture was stirred for 30 min at that temperature, and 6- methoxynicotinonitrile (0.5 g, 3.73 mmol) in THF (2 mL) was added. The cooling bath was removed, and the reaction was stirred at room temperature for 18 h, quenched with concentrated NH4OH (15 mL) at below -40 0C. The mixture was brought to 25 0C and filtered through Celite. The solid was washed with 10% MeOH/CH2Cl2. The combined filtrates were concentrated, and the residue was purified by HPLC. The fractions collected were neutralized with saturated NaHCO3, then extracted with 1:4 iPrOH/CH2Cl2. The organics were dried and concentrated to give the title compound (180 mg). LCMS mlz = 167.3 [M+H]+; 1H NMR (400 MHz, CDCl3) delta ppm 1.50 (s, 6H), 3.92 (s, 3H), 6.71 (d, J= 8.7 Hz, IH), 7.75 (ddd, J= 1.4, 2.6 and 8.7 Hz, IH), 8.29 (dd, J= 1.4 and 2.6 Hz, IH).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15871-85-9, its application will become more common.
Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; THORESEN, Lars; JUNG, Jae-Kyu; STRAH-PLEYNET, Sonja; ZHU, Xiuwen; XIONG, Yifeng; YUE, Dawei; WO2011/25541; (2011); A1;,
Pyridine – Wikipedia,
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