Application of 59489-32-6, These common heterocyclic compound, 59489-32-6, name is 5-Chloro-2,3-dimethylpyrazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Description 86: 2,3-dimethyl-5-[(phenylmethyl)oxy]pyrazine (D86); Potassium tert-butoxide (413 mg, 3.68 mmol) was added to a solution of 5-chloro-2,3- dimethylpyrazine D85 (350 mg) and benzyl alcohol (0.638 ml, 6.14 mmol) in 1,4-Dioxane (12 ml). The resulting yellow suspension was stirred at 98 0C for 20 minutes and then the temperature was allowed to reach 23 0C. Water (5 ml) and EtOAc (20 ml) were added, the aqueous phase was extracted with EtOAc (3 x 10 ml) and the collected organic layers washed with brine (2 x 5 ml), dried over Na2SO4, filtered and evaporated under reduced pressure to give a yellow oil.This was purified by column chromatography on silica gel (SNAP KP-SiI 5Og; eluted with Cy/EtOAc 90:10) and an orange solid was obtained. It resulted to be not pure and it was further purified by silica gel chromatography (SNAP KP-SiI; eluted with n- hexane/Et2O 90:10). Evaporated fractions gave the title compound D86 as yellow solid(175 mg).UPLC (IPQC): rt = 1.10 minutes, peak observed: 215 (M+l) C13Hi4N2O requires 214.
Statistics shows that 5-Chloro-2,3-dimethylpyrazine is playing an increasingly important role. we look forward to future research findings about 59489-32-6.
Reference:
Patent; GLAXO GROUP LIMITED; AMANTINI, David; DI FABIO, Romano; WO2010/122151; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem