Reference of 63071-12-5, 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. 63071-12-5, name is (6-Methoxypyridin-2-yl)methanol. A new synthetic method of this compound is introduced below.
Synthesis of 2-(chloromethyl)-6-methoxypyridine:To a stirred solution of (6-methoxypyridin-2-yl)methanol (0.7 g 5.03 mmol) in CH2CI2 (20 mL) was added SOCl2 (2 mL) at 0 C under inert atmosphere. The resultant reaction mixture was heated up to 50 C and stirred for 2 h. After completion of starting material (by TLC), the volatiles were evaporated under reduced pressure. The residue was quenched with ice cold water and saturated NaHC03 and extracted with EtOAc. Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo. The crude material was purified by silica gel column chromatography to afford 2- (chloromethyl)-6-methoxypyridine (180 mg, 24%) as a liquid. 1H-NMR (DMSO d6, 500 MHz): delta 7.72 (t, 1H), 7.12 (d, 1H), 6.87 (d, 1H), 4.64 (s, 2H), 3.82 (s, 3H); LC-MS: 98.62%; 158.0 (M++l); (column; X-select C-18, (50×3.0 mm, 3.5mu); RT 4.12 min. 5mM NH4OAc in water: ACN; 0.50 ml/min); TLC: 10% EtOAc/Hexane (Rf: 0.6).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,63071-12-5, (6-Methoxypyridin-2-yl)methanol, and friends who are interested can also refer to it.
Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem