Analyzing the synthesis route of 55687-02-0

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

55687-02-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55687-02-0,6-Bromo-2-chloroquinoxaline,as a common compound, the synthetic route is as follows.

Methyl (S)-1-((S)-2-(5-(4-(6-bromoquinoxalin-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate A mixture of methyl (S)-3-methyl-1-oxo-1-((S)-2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)butan-2-ylcarbamate (5 g, 10.1 mmol), 6-bromo-2-chloroquinoxaline (2.94 g, 12.1 mmol), cesium carbonate (6.51 g, 20.1 mmol), dioxane (100 mL) and water (10 mL) was degassed and flashed with nitrogen three times. Tetrakis(triphenylphosphine)palladium (0) (1.16 g, 1.01 mmol) was then added to the mixture. The mixture was then heated at 80 C. overnight while stirring. Solvent was then removed by evaporation in vacuo. The solid residue was treated with DCM and water to make a biphasic solution. The dichloromethane layer was separated, dried over sodium sulfate, filtered and evaporated. The black crude product was purified by column (0-5% MeOH in DCM) to give a deep colored solid product, methyl (S)-1-((S)-2-(5-(4-(6-bromoquinoxalin-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate (5.47 g, 94%): ESI-LRMS m/e calcd for C28H29BrN6O3 [M+] 578, found 579 [M+H+].

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Alam, Muzaffar; Berthel, Steven Joseph; Brinkman, John A.; Hawley, Ronald Charles; Li, Hongju; Palmer, Wylie Solang; Pietranico-Cole, Sherrie; Sarabu, Ramakanth; Smith, Mark; So, Sung-Sau; Yi, Lin; Zhai, Yansheng; Zhang, Qiang; Zhao, Shu-Hai; US2012/230951; (2012); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider