Some scientific research about 17874-79-2

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. 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid, molecular formula is C8H7NO4, 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. Quality Control of 5-(Methoxycarbonyl)picolinic acid

5-(methoxycarbonyl)pyridine-2-carboxylic acid (100 mg, 0.55 mmol) was dissolved in thionyl chloride (2 mL). The reaction mixture was stirred at ambient temperature for 5 min and a few drops of 7V,7V-dimethylformamide was added. The reaction mixture was stirred at ambient temperature for 5 h. The solvent was removed in vacuo and the crude was added toluene which was evaporated again three times in order to get rid of all thionyl chloride. The crude was dissolved in dry dichloromethane (5 mL) and cooled to 0 0C. A solution of 2,2,2-trifluoroethylamine (176 muL, 2.21 mmol) in dichloromethane (2ml) and slowly added to the reaction mixture. The reaction mixture was stirred at ambient temperature over night. The solvent was removed in vacuo and the crude was partioned between ethyl acetate and IM sodium hydroxide. The organic layer was washed with brine and dried over magnesium sulfate and concentrated in vacuo. Purification by column chromatography using a gradient of ethyl acetate in heptane to yield 89 mg (62 %) of the title compound as a white solid; 1R NMR (400 MHz, DMSO-J6) delta ppm 9.50 (t, 1 H), 9.14 (d, 1 H), 8.51 (dd, 1 H), 8.21 (d, 1 H), 4.03 – 4.16 (m, 2 H), 3.93 (s, 3 H); MS (ESI) m/z 263 [M+H+], m/z 261 [M-H+].

With the rapid development of chemical substances, we look forward to future research findings about 17874-79-2.

Reference:
Patent; ASTRAZENECA AB; WO2008/130320; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem