The origin of a common compound about Methyl 4-cyanopicolinate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,142729-98-4, its application will become more common.

Reference of 142729-98-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 142729-98-4 as follows.

Example A18; a) Preparation of intermediate and intermediate 57; [Show Image] 4-Cyano-2-pyridinecarboxylic acid ethyl ester (0.090 mol) in MeOH (100 ml) was stirred. NaOCH3 (0.00905 mol) was stirred for one hour at room temperature and the mixture became homogenous. H2N-CN (0.135 mol) was added and the reaction mixture was stirred for 5 hours at room temperature. More NaOCH3 (0.5 equiv) and H2N-CN (0.75 equiv) were added and the reaction mixture was stirred overnight at room temperature. The mixture was filtered. To the filtrate, more NaOCH3 (0.05 equiv) was added and that mixture was stirred for 3 hours and the resulting precipitate was again filtered off. The filtrate was purified by column chromatography over silica gel (eluent: CH2Cl2/MeOH 30/1). The product fractions were collected and the solvent was evaporated, yielding 9 g of intermediate 57 (49%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,142729-98-4, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; EP1904461; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem