Category: 16328-62-4

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 16328-62-4, name is 1H-Imidazo[4,5-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H5N3O

To a stirred solution of l,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (2.0 g, 14.8 mmol) in 20.0 mL of DMF was added NaFl (0.592 g, 14.8 mmol) at 0 C followed by stirring for 1 hour at 0 C. To this reaction mixture was added Boc anhydride (3.23 g, 14.8 mmol) at 0 C followed by stirring for 12 h at RT. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine solution and dried over anhydrous sodium sulphate. The organic layer was concentrated to give the title compound (1.20 g, 34.58 %). NMR [300 MHz, DMSO-d6]: d 11.90 (bs, 1H), 8.03 – 8.02 (d, 1H), 7.83 – 7.81 (d, 1H), 7.10 – 7.06 (m, 1H), 1.58 (s, 9H).

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Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; PANIGRAHI, Sunil Kumar; SAMMETA, Srinivasa Raju; GERD, Wohlfahrt; MIKKO, Myllymaki; (157 pag.)WO2019/180628; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem