Brief introduction 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, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of tert-butyl (2S)-2-[5-(2-chloropyrimidin-5-yl)-1 H-imidazol-2-yl]pyrrolidine-1-carboxylate (0.11 g, 0.33 mmol), obtained from Preparation 101 , in dry dioxane (2 mL), was added hexamethylditin (0.11 g, 0.33 mmol), followed by Pd(PPh3)4 (0.095 g, 0.082 mmol). The reaction mixture was degassed and then heated to reflux for 2 hours. After this time, it was cooled to room temperature and diluted with ethyl acetate (20 ml_). The organic phase was washed with saturated ammonium chloride solution (20 ml_), water (20 ml_) and brine (20 ml_); then dried over anhydrous sodium sulphate, filtered and the solvent was removed in vacuo. The residue was dissolved in DMF (2 ml_) and 6-bromo-2-chloroquinoxaline (0.088 g, 0.33 mmol), obtained from Preparation 30, was added, followed by cesium fluoride (0.09 g, 0.59 mmol), copper (I) chloride (0.033 g, 0.33 mmol) and Pd(PPh3)4 (0.095 g, 0.082 mmol). The reaction mixture was degassed and stirred at 1100C for 3.5 hours. It was then allowed to cool to room temperature and was diluted with ethyl acetate (20 ml_). The resulting suspension was washed with 0.88 ammonia solution (50 ml_) and the aqueous phase was back extracted with more ethyl acetate (4 x 20 ml_). The combined organic phases were dried over anhydrous sodium sulphate, filtered and the solvent was removed in vacuo. The crude material was purified by chromatography on silica gel (ethyl acetate: heptane 1 :5 to 1 :1 to ethyl acetate: methanol 95:5) to afford the title compound as a bright yellow solid (80 mg).LCMS (run time = 4.5 min): Rt = 2.76 min; m/z 522; 524 [M+H]+., 55687-02-0

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

Reference£º
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider