With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.
To a 0.5 – 2.0 mL microwave vial charged with (S)-5,5-dimethyl-4- phenyl-3-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)oxazolidin-2-one (Intermediate J) (0.240 g, 0.610 mmol) and 3,5-dichloropyridazine (commercially available from ACES Pharma, Princeton, NJ) (0.100 g, 0.671 mmol) were added dioxane (1.220 mL), and 2 M Na2C03 (1.220 mL). Nitrogen was bubbled through the resulting suspension and then Pd(PPh3)4 (0.071 g, 0.061 mmol) was added. The resulting mixture was irradiated at 100C for 30 minutes. LC-MS indicated the formation of product as a major species (two close peaks with product mass, likely isomers) along with other impurities with consumption of starting material. The dark suspension was diluted with water, transferred to a separatory funnel, and extracted with EtOAc (2x). The combined organic layers were dried with Na2S04, filtered, and dried under reduced pressure. The residual material was purified with a 40 g HP 15 muiotaeta spherical silica column (Interchim) ramping EtOAc in heptane from 0 – 100% leading to isolation of product (primarily one isomer) as the major species with 10- 15% impurity. (S)-3-(4-(5-Chloropyridazin-3-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin- 2-one (0.058 g, 0.153 mmol, 25.02 % yield) was obtained as a white solid. Note: the regiochemistry of the product was not confirmed, but it was assumed that the major product would result from the more reactive chloride), m/z (ESI) 380.1 (M+H)+., 1837-55-4
As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.
Reference£º
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Hongbing; HUANG, Xin; MARTIN, Matthew, W.; PATEL, Vinod; WO2013/134079; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem