The origin of a common compound about 490-11-9

The synthetic route of 490-11-9 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 490-11-9, name is Pyridine-3,4-dicarboxylicacid, the common compound, a new synthetic route is introduced below. COA of Formula: C7H5NO4

To a solution of pyridine-3,4-dicarboxylic acid (7.00 g, 41.9 mmol) and4-dimethylaminopyridine (80 mg, 0.65 mmol) in methanol (230 mL) was added thionylchloride (24.9 g, 210 mmol) at 0 C. The mixture was stirred at 0 C for 30 minutes.Reaction temperature was then raised up to reflux with constant stirring overnight.Having cooled down to room temperature, the reaction mixture was concentrated under reduced pressure to give a residue, which was re-dissolved in water (200 mL). The prepared solution was adjusted to pH 89 with saturated sodium bicarbonate aqueous solution at 0C. Then the aqueous was extracted with ethyl acetate (150 mL) for three times. The combined organic layers were washed with brine (200 mL), dried over Na2 SO4() and filtered. The filtrate was concentrated under reduced pressure to give the title compound (5.26 g, 64 % yield) as yellow oil. LC-MS (ESI): RT = 1.27 mm, mass calcd. for C9H9N04 195.1, mlz found 196.4 [M+H]. ?H NIVIR (400 1VIHz, DMSO-d6)9.02 (d, J 0.8 Hz, 1H), 8.91 (d, J 5.2 Hz, 1H), 7.70 (d, J= 5.2, 0.8 Hz, 1H), 3.87 (s,6H).

The synthetic route of 490-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; JOHNSON & JOHNSON (CHINA) INVESTMENT LTD.; WAN, Zhao-Kui; JIANG, Yimin; DAI, Xuedong; LIU, Qian; CHEUNG, Wing Shun; DENG, Gang; FU, Liqiang; (547 pag.)WO2019/1420; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem