Reference of 1206102-07-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1206102-07-9, name is Methyl 3-(benzyloxy)-1-(2,3-dihydroxypropyl)-4-oxo-1,4-dihydropyridine-2-carboxylate. A new synthetic method of this compound is introduced below.
A reactor was charged with (3.759 kg, 11.27 mol) of methyl 1-(2,3-dihydroxypropyl)-4-oxo- 3-[(phenylmethyl)oxy]-1 ,4-dihydro-2-pyridinecarboxylate 7 and 18.8 L of DMF. To this agitated mixture at 18-20 0C was added N-bromosuccinimide (2.220 kg, 12.47 mol) over 20 minutes via a powder funnel. The resultant mixture was stirred at rt for 16 h. At this time less than 1% of starting material was present by HPLC. The mixture was worked up in half batches by cooling to 10 0C and added an ice/water mixture (12 kg ice in 35 kg deionized water) and the mixture was agitated, then filtered. This was repeated for the second half of the batch. The combined filter cake was washed with 14 L of water and dired in a vaccum oven to provide 4.033 kg of methyl 5-bromo-1-(2,3-dihydroxypropyl)-4- oxo-3-[(phenylmethyl)oxy]-1 ,4-dihydro-2-pyridinecarboxylate 19 (91.6%) as an off-white powder of 99.2% HPLC purity. 1H NMR(300 MHz, Methanol-d4) delta 8.21 (s, 1 H), 7.41-7.33 (m, 5 H), 5.16 (s, 2 H), 4.17 (dd, J = 14.3, 2.4 Hz, 1 H), 3.90 (dd, J = 14.3, 9.0 Hz, 1 H), 3.81 (s, 3 H), 3.78 (m, 1 ), 3.52 (dd, J = 11.3, 4.8 Hz, 1 H), 3.41 (dd, J = 11.3, 6.3 Hz, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206102-07-9, its application will become more common.
Reference:
Patent; GLAXOSMITHKLINE LLC; SHIONOGI & CO., LTD.; JOHNS, Brian, Alvin; DUAN, Maosheng; HAKOGI, Toshikazu; WO2010/68262; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem