Adding a certain compound to certain chemical reactions, such as: 16328-62-4, 1H-Imidazo[4,5-b]pyridin-2(3H)-one, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Quality Control of 1H-Imidazo[4,5-b]pyridin-2(3H)-one, blongs to pyridine-derivatives compound. Quality Control of 1H-Imidazo[4,5-b]pyridin-2(3H)-one
Under argon, 1 ,3-dihydroimidazo[4,5-b]pyridin-2-one (1.500 g, 1 1.10 mmol) was dissolved in DMF (20 ml_). Then sodium hydride (0.4662 g, 1 1 .66 mmol) was added portion-wise over 15 minutes. The resulting suspension was stirred at room temperature for 1 hour. Then di-tert-butyl dicarbonate (2.47 g, 1 1.10 mmol), dissolved into DMF (16.9 ml_), was added dropwise over 10 minutes and the orange solution obtained was stirred at room temperature for 3 hours. Some MeOH was carefully added to quench the reaction mixture and then water was added. The pH of the solution was 8 to 9. The aqueous layer was extracted once with ethyl acetate and this extract was discarded (removal of impurities) then the pH was adjusted to 7 with 4 M aq. HCI solution and extraction was carried out with ethyl acetate. The combined organic layers were washed with water (x2), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure at 40C to afford tert-butyl 2-oxo-3H- im idazo[4 , 5-b] pyrid ine- 1 -carboxylate. NMR (400 MHz, CDCI3): d ppm 8.80-10.50 (br s, 1 H), 8.13 (m, 1 H), 8.00 (dd, J=7.89, 1.28 Hz, 1 H), 7.10 (dd, J=7.89, 5.32 Hz, 1 H), 1.69 (s, 9H). LC-MS: Rt = 0.75 min, MS ES+ = 236 (M+H+).
The synthetic route of 16328-62-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SYNGENTA CROP PROTECTION AG; BIGOT, Aurelien; SCHAETZER, Juergen, Harry; JUNG, Pierre, Joseph, Marcel; STOLLER, Andre; GAGNEPAIN, Julien, Daniel, Henri; HALL, Roger, Graham; RENDINE, Stefano; COMPAGNONE, Nicola; (122 pag.)WO2020/30503; (2020); A1;,
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