9/16 News Extracurricular laboratory: Synthetic route of 15855-06-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic Acid, and friends who are interested can also refer to it.

Electric Literature of 15855-06-8, 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. 15855-06-8, name is 2-Chloro-6-methoxypyridine-4-carboxylic Acid. A new synthetic method of this compound is introduced below.

BH3. DMS (1.0 mL, 10.66 mmol) was refluxed in THF (20 mL) for 30 min (formation of BH3. THF). At RT, Example 17 (2.0 g, 10.66 mmol in 10 mL THF) was added dropwise, and then the reaction mixture was heated to reflux for 3 h. The solution was allowed to cool to ambient temperature, solid sodium carbonate (0.5 g) and water (5 mL). The resulting mixture was heated for a short while and poored in water (50 mL). Extraction with ethyl acetate (3 x 50 mL), drying of the combined organic layers (Na2SO4) and evaporation in vacuo gave a 1: 1 mixture of starting material and product. Purification by flash column chromatography over silica gel eluting with ethyl acetate gave 780 mg (42 %) of an off-white solid. IH NMR (400 MHz, CDC13) 8 3.92 (s, 3H) 4.66 (s, 2H) 6.64 (s, 1H) 6.89 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; BIOVITRUM AB; WO2004/63156; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem