Tag: 55687-02-0

55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-bromo, 2-chloroquinoxaline (0.25 g, 1.02 mmol) was dissolved in DMSO (8 mL) at room temperature and 4-fluoro benzyl amine (0.64 g, 5.1 mmol) was added. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was poured onto ice water (100 mL) with stirring for 30 minutes. The precipitated product was filtered off and washed by water and dried in vacuo to afford the solid crude product.The product was purified by column chromatography using neutral silica gel of 60-120 mesh size. A gradient of 1-2% methanol in DCM was used to elute the title compound (0.35 g, 100%)., 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; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert, George; WALKER, David, Winter; WO2010/136755; (2010); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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.

To a solution of 6-Bromo-2-chloro-quinoxaline (0.3 g, 1 eq., 1.23 mmol) in DMSO (9 mL), was added 3-chloro benzyl amine (0.87 g, 5 eq., 6.2 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, water (60 mL) was added and the reaction mixture was extracted with ethyl acetate (30 mL x 3). The organic layer was washed with water (60 mL) and brine (60 mL), then dried over Na2SO4. The organic layer was concentrated under vacuum to obtain the crude product.For final purification, column chromatography was used on neutral silica gel of 60-120 mesh size employing a gradient of 0-1% methanol in hexane to elute the title compound (0.39g, 90%).

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

Reference£º
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert, George; WALKER, David, Winter; WO2010/136755; (2010); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,55687-02-0

To a stirred suspension of the boronic ester obtained from Preparation 16 (217 mg, 0.49 mmol) in 1 ,2-dimethoxyethane (1.50 mL), was added the compound obtained from Preparation 30 (100 mg, 0.41 mmol), Pd(dppf)CI2.DCM (34 mg, 0.04 mmol) and 2M sodium carbonate solution (0.62 mL, 1.23 mmol). The mixture was degassed and put under nitrogen three times. It was then stirred at 300C overnight. The resulting dark brown mixture was partitioned between ethyl acetate (5 mL) and saturated sodium bicarbonate solution (5 mL). The organic phases were extracted and the aqueous phase was washed with more EtOAc (5 mL). The organic phases were combined, dried (Na2SO4), filtered and concentrated in vacuo. The resulting crude material was purified by column chromatography on silica gel (dry loaded redisep 4 g, 0 to100 % ethyl acetate, heptane) to give 163 mg of the title compound as a yellow solid.1H-NMR (400 MHz, DMSO-d6): delta= 12.02 (1 H, m), 9.64 (1 H, m), 8.42-8.33 (3H, m), 8.09 (1 H, d), 8.02-7.95 (3H, m), 4.89-4.75 (1 H, m), 3.56 (1 H, m), 3.38 (1 H, m), 2.22 (1 H, m), 2.03-1.80 (3H, m), 1.45-1.11 (9H, m). LCMS (run time = 6 min): Rt = 2.76 min; m/z 520; 522 [M+H]+

As the paragraph descriping shows that 55687-02-0 is playing an increasingly important role.

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

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.,55687-02-0

To a stirred solution of tert-butyl (2S)-2-[5-(6-bromopyridin-3-yl)-1 H-imidazol-2-yl]pyrrolidine-1 -carboxylate (1.5 g, 3.8 mmol), obtained from Preparation 55, in dry 1 ,4-dioxane (25 ml_) was added hexamethylditin (1.25 g, 3.8 mmol), followed by Pd(PPh3)4 (1.1 g, 0.95 mmol). The reaction mixture was degassed, put under nitrogen three times and then heated at reflux for 2 hours. The reaction mixture was then allowed to cool to room temperature and diluted with ethyl acetate (50 ml_). The organic phase was washed with saturated aqueous ammonium chloride solution (50 ml_), water (50 ml_) and brine (50 ml_). The organic portion was then dried over sodium sulphate and evaporated. The residue was then dissolved in DMF (25 ml_). 6-Bromo-2- chloroquinoxaline (0.93 g, 3.8 mmol) was added, followed by cesium fluoride (1.1 g, 6.9 mmol), copper (I) chloride (0.34 g, 13.8 mmol) and Pd(PPh3)4 (1.0 g, 0.86 mmol). The reaction mixture was degassed three times and then heated to 1100C for 5 hours. It was allowed to cool to room temperature and then was poured into ethyl acetate (200 ml_). The resulting suspension was washed with 0.880 ammonia solution (200 ml_). The aqueous layer was extracted with more ethyl acetate (2 x 50 ml_) and the combined organic layers were dried over sodium sulphate and evaporated. The crude product was purified by column chromatography (ethyl acetate: heptane 1 :3 to 1 :1 ) to afford the title compound as a yellow solid (0.73 g).1H NMR (400 MHz, DMSOd6): delta= 12.16 (1 H, m), 9.90 (1 H, s), 9.19 (1 H, d), 8.51 (1 H, d), 8.38 (1 H, d), 8.34 (1 H, dd), 8.11 (1 H, d), 8.03 (1 H, dd), 7.82 (1 H, m), 4.85 (1 H, m), 3.56 (1 H, m), 3.38 (1 H, m), 2.24 (2H, m), 1.94 (2H, m), 1.30 (9H, br s, 9H).

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