Extracurricular laboratory: Synthetic route of Methyl 6-chloro-3-methylpicolinate

With the rapid development of chemical substances, we look forward to future research findings about 878207-92-2.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 878207-92-2, name is Methyl 6-chloro-3-methylpicolinate, molecular formula is C8H8ClNO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. category: pyridine-derivatives

To a solution of methyl 6-chloro-3-methyl-pyridine-2- carboxylate (1.0 g, 5.39 mmol), phenylboronic acid (0.79 g, 6.47 mmol) in 1,4-dioxane (17 mL) and water (3.0 ml) is added K2CO3 (1.64 g, 11.8 mmol). The reaction mixture is purged with argon for 15 min and PdCl2(dppf)*CH2Cl2 (131.9 mg, 0.162 mmol) is added. The mixture is purged again with argon for 5 min. After heating at 110 C for 2 h, the reaction mixture is cooled to room temperature, diluted with water, and extracted with EtOAc. The combined organic layers are dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue is purified by silica gel flash column chromatography using 0-20% EtOAc in hexanes t to afford the title compound as a clear oil (985.0 mg, 80.5 %). Mass spectrum ( /z): 228.0 (M-H)+.

With the rapid development of chemical substances, we look forward to future research findings about 878207-92-2.

Reference:
Patent; ELI LILLY AND COMPANY; BLANCO-PILLADO, Maria-Jesus; MANNINEN, Peter Rudolph; SCHIFFLER, Matthew Allen; VETMAN, Tatiana Natali; WARSHAWSKY, Alan M.; YORK, Jeremy Schulenburg; WO2015/94912; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem