Category: 50998-17-9

50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 11a (108 mg, 499 mumol), 6-bromoquinoxaline (157 mg, 751 mumol), Bu4NOAc (302 mg, 1.00 mmol) and Pd(OAc)2 (17 mg, 75.7 mumol) in NMP (1 mL). The reaction mixture was stirred for 4 h at 100 oC and cooled to room temperature. The mixture was concentrated under reduced pressure, diluted with water and extracted with EtOAc (3 ¡Á 5 mL). The EtOAc solution was washed with brine (5 mL), dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (1:1 hexane/EtOAc) to afford the compound 12a (31.8 mg, 19%) as a yellow solid. TLC: Rf 0.28 (1:1 hexane/EtOAc). mp: 78.6-80.6 oC. 1H-NMR (400 MHz, CDCl3) delta 8.89 (AB quartet, 2H, J = 2.0 Hz), 8.08 (d, 1H, J = 8.0 Hz), 8.07 (s, 1H), 7.72 (t, 1H, J = 8.0 Hz), 7.63 (dd, 1H, J = 8.0 Hz, J = 2.0 Hz), 7.60 (d, 1H, J = 8.0 Hz), 7.12 (d, 1H, J = 8.0 Hz), 2.80 (t, 2H, J = 8.0 Hz), 2.19 (s, 3H), 1.74 (quintet , 2H, J = 8.0 Hz), 1.36 (sextet, 2H, J = 8.0 Hz), 0.88 (t, 3H, J = 8.0 Hz). 13C-NMR (100 MHz, CDCl3) delta 158.0, 149.1, 147.4, 145.6, 145.5, 142.6, 142.5, 138.9, 132.5, 132.0, 130.9, 130.2, 129.0, 123.3, 115.0, 31.6, 24.6, 23.6, 22.4, 13.7. HRMS (ESI) calcd. for C20H21N6 (M+H): 345.1822; found 345.1824., 50998-17-9

50998-17-9 6-Bromoquinoxaline 610939, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Li, Fei; Park, Yunjeong; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry Letters; vol. 23; 4; (2013); p. 1083 – 1086;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

50998-17-9, Step 2: 6-(5,5-Dimcthyl-l,3,2-dioxaborinan-2-yl)quinoxalinc (E2)A mixture of 6-bromoquinoxaline (1.0 eq.), bis-(neopentylglycolato)diborane (1.1 eq.), KOAc (3.0 eq.) and Pd(dppf)Cl2 (0.05 eq.) in 1,4-dioxane was degassed with a stream of Ar for 10 minutes and then heated at 11O0C for 4 hrs. The reaction mixture was concentrated and the residue used in the next step without further purification. MS (ES) Ci3H5BN2O2 requires: 242, found: 175 (M-[C5Hi0] +H+).

As the paragraph descriping shows that 50998-17-9 is playing an increasingly important role.

Reference£º
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2007/93827; (2007); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 13A 1-Quinoxalin-6-yl-ethanone A solution of 6-bromo-quinoxaline (261 mg, 1.25 mmol), 1-ethoxyvinyltri-n-butyltin (0.47 mL, 1.4 mmol), palladium(II) acetate (16 mg) and tri-t-butylphosphonium tetrafluoroborate (41 mg) in anhydrous DMF (4 mL) under a nitrogen atmosphere was heated at 120 C. for 1 hr. The reaction mixture was cooled to ambient temperature and partitioned between ethyl acetate (25 mL) and H2O (10 mL). The organic extraction was washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was chromatographed on silica gel eluding with ethyl acetate:hexanes (1:1) to provide 110 mg of the title compound. 1H NMR (300 MHz, CDCl3) delta 2.79 (s, 3H), 8.18 (d, J=9 Hz, 1H), 8.36 (dd, J=9 Hz, J=3 Hz, 1H), 8.70 (d, J=3 Hz, 1H), 8.95 (s, 2H); MS (DCl/NH3) m/z 173 (M+H)+., 50998-17-9

50998-17-9 6-Bromoquinoxaline 610939, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-Yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Curtis, Michael P.; US2005/272736; (2005); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,50998-17-9

To a solution of 11d (30 mg, 101 mumol), 6-bromoquinoxaline (31.4 mg, 150 mumol), Bu4NOAc (60.2 mg, 200 mol) and Pd(OAc)2 (3.37 mg, 15 mol) in NMP (0.5 mL). The reaction mixture was stirred for 9 h at 100 oC and cooled to room temperature. The mixture was concentrated under reduced pressure, diluted with water and extracted with EtOAc (3 ¡Á 5 mL). The EtOAc solution was washed with brine (5 mL), dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (1:1 hexane/EtOAc) to afford the compound 12c (5.1 mg, 12%) as a yellow solid. TLC: Rf 0.25 (1:1 hexane/EtOAc). mp: 157-159 oC. 1H-NMR (400 MHz, CDCl3) delta 8.89 (d, 1H, J = 1.6 Hz), 8.85 (d, 1H, J = 1.6 Hz), 8.13 (d, 1H, J = 8.8 Hz), 8.08 (d, 1H, J = 2.0 Hz), 7.80 (dd, 1H, J = 8.8 Hz, J = 2.0 Hz), 7.73 (t, 1H, J = 8.0 Hz), 7.63 (d, 1H, J = 8.0 Hz), 7.12 (d, 1H, J = 8.0 Hz), 6.75 (d, 1H, J = 2.0 Hz), 6.40 (t, 1H, J = 2.0 Hz) 3.64 (s, 6H), 2.18 (s, 3H). 13C-NMR (100 MHz, CDCl3) delta 161.0, 158.3, 149.0, 146.0, 145.9, 145.8, 143.0, 142.6, 139.1, 132.7, 132.4, 132.1, 131.6, 131.0, 129.5, 123.7, 115.7, 105.7, 101.1, 55.4, 23.8.HRMS (ESI) calcd. for C24H21N6O2 (M+H): 425.1721; found 425.1724.

The synthetic route of 50998-17-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Fei; Park, Yunjeong; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry Letters; vol. 23; 4; (2013); p. 1083 – 1086;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

50998-17-9, Example 13l-ethyl-3-(5-(quinoxalin-6-yl)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-2-yl)ureaA reaction mixture of l-ethyl-3-(5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-4-(4- (trifluoromethyl)thiazol-2-yl)pyridin-2-yl)urea (Intermediate 12, 100 mg, 0.23 mmol), 6- bromoquinoxaline (43.0 mg, 0.21 mmol),Tetrakis (23.75 mg, 0.02 mmol), and cesium carbonate (73.7 mg, 0.23 mmol) in dioxane and water was prepared. The reaction mixture was degassed with nitrogen for 15 minutes and then heated to 100 0C for 1 h. The reaction mixture was partitioned between methylene chloride and water. The organic layer was washed with saturated sodium chloride, dried over sodium sulfate, filtered, and concentrated under reduced pressure. Purification by flash column chromatogrpahy (silica, 15:1 methylene chloride/methanol) gave 44 mg of desired product.MS (ESP): 445 (M+ 1) for C20H15F3N6OS.1H NMR (300 MHz, DMSO-J6): 1.12 (t, J = 7 Hz, 3H), 3.24 (m, 2H), 7.23 (m, IH), 7.43 (m, IH), 8.04 (m, IH), 8.21 (m, IH), 8.36 (m, IH), 8.55 (m, IH), 9.02 (br s, 2H), 9.36 (s, IH), 9.52 (s, IH).

The synthetic route of 50998-17-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BIST, Shanta; EAKIN, Ann; SHERER, Brian; ZHAO, Shannon; WO2011/24004; (2011); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

50998-17-9, Description 137; 6-Quinoxalin-6-vlpvrimidin-4-amine; 6-Bromoquinoxaline (210 mg, 1.44 mmol), potassium acetate (141 mg, 1.44 mmol), bis (pinacolato) diboron (383 mg, 1.51 mmol) and [1, 1′- bis (diphenylphosphino) ferrocene] palladium (II) chloride (52 mg, 0.072 mmol) were suspended in dioxane (10 ml) and heated to 100C for 16 hours. 4-Amino-6- chloropyrimidine [WO-A-0245652] (186 mg, 1.44 mmol), [l, 1′- bis (diphenylphosphino) ferrocene]-palladium (II) chloride (52 mg, 0.072 mmol) and 2M Na2CO3 (aq) (2ml) were added and the mixture was heated at 100 oC for a further 16 hours. The mixture was partitioned between EtOAc and water, the aqueous phase was extracted with EtOAc, the combined organic phases were washed (brine), dried (sodium sulfate) and concentrated under reduced pressure. The residue was triturated with EtOAc to give a white solid, which was used in the next step without purification (170 mg).

As the paragraph descriping shows that 50998-17-9 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME LIMITED; WO2005/47279; (2005); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

50998-17-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

6-Bromo quinoxaline (2.0 g, 9.5 mmol) in toluene (20 mL) was degassed for 30 min. To this solution, 1-ethoxy vinyl tributyltin (3.8 g, 10.5 mmol) and bis(triphenylphosphine)palladium dichloride (0.67 g, 0.95 mmol) were added at rt and stirred for 16 hours at 90 C. The reaction mixture was cooled to rt and filtered through celite. After evaporation of the solvent, 6 N HCI solution in water (20 mL) was added and the mixture was stirred for 1 hour at rt. It was concentrated and neutralized with sat. NaHCO3. The desired product was extracted with DCM (100 mL), dried over Na2SO4 and concentrated. The crude product was purified by column chromatography to afford the title compound (brown solid). 1H NMR (400 MHz, DMSO-de): delta 9.06-9.04 (m, 2H), 8.70 (d, J=2.4 Hz, 1 H), 8.28 (t, J = 2.8 Hz, 1 H), 8.16 (d, J = 11.6 Hz, 1 H), 2.97 (s, 3H). LCMS: (Method A) 173 (M+H), Rt. 2.25 min, 99.06% (Max).

50998-17-9 6-Bromoquinoxaline 610939, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; (247 pag.)WO2017/144639; (2017); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

50998-17-9, Known quinoxaline xvi (CAS 50998-17-9, 1.0 g, 4.78 mmol) is dissolved in acetonitrile (20 mL) under inert atmosphere. Triethylamine (6.6 mL, 47.8 mmol) is added, followed by known pyrazole xvii (CAS 1354706-26-5, 850 mg, 5.26 mmol) and palladium tetrakis (665 mg, 0.478 mmol). The reaction is heated to 70 C and stirred for 18 horns. The solvent is removed by distillation under vacuum at 55 C, and the resultant product is purified by flash chromatography (30% ethyl acetate in petroleum ether) to give xviii in 80% yield.

As the paragraph descriping shows that 50998-17-9 is playing an increasingly important role.

Reference£º
Patent; CLAVIUS PHARMACEUTICALS, LLC; SAWYER, J., Scott; (109 pag.)WO2019/5241; (2019); A1;,
Quinoxaline – Wikipedia
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50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

50998-17-9, 6-Bromo quinoxaline (2.0 g, 9.5 mmcl) in toluene (20 mL) was degassed for 30 mm. To thissolution, 1-ethoxy vinyl tributyltin (3.8 g, 10.5 mmol) and bis(triphenylphosphine)palladium dichloride (0.67 g, 0.95 mmol) were added at rt and stirred for 16 hours at 90 C. The reaction mixture was cooled to rt and filtered through celite. After evaporation of the solvent, 6 N HCI solution in water (20 mL) was added and the mixture was stirred for I hour at rt. It was concentrated and neutralized with sat. NaHCO3. The desired product wasextracted with DCM (100 mL), dried over Na2SO4 and concentrated. The crude productwas purified by column chromatography to afford the title compound (brown solid). 1H NMR(400 MHz, DMSO-d6): 6 9.06-9.04 (m, 2H), 8.70 (d, J=2.4 Hz, I H), 8.28 (t, J = 2.8 Hz, I H),8.16 (d, J = 11.6 Hz, IH), 2.97 (5, 3H). LCMS: (Method A) 173 (M+H), Rt. 2.25 mm,99.06% (Max).

50998-17-9 6-Bromoquinoxaline 610939, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); 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.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

50998-17-9, 11k (100 mg, 400 mol), 6-bromoquinoxaline (125 mg, 600 mumol), Bu4NOAc (241 mg, 799 mol) and Pd(OAc)2 (4.5 mg, 20.0 mol) were dissolved in NMP (1.6 mL ). The reaction mixture was stirred at 100 oC for 22 h and cooled to room temperature. The mixture was quenched with water (10 ml) treated with saturated aqueous NaHCO3 solution (3 ml), and extracted with EtOAc (3 ¡Á 30 mL). The combined organic extracts were dried (MgSO4), filtered, and concentrated by rotary evaporation. The residue was purified by column chromatography (1:1.5 hexane/EtOAc) to afford the compound 12k (33.4 mg, 22%) as a yellow solid. TLC: Rf 0.33 (1:1 hexane/EtOAc). mp: 112.5114.5 oC. 1H-NMR (400 MHz; CDCl3) delta 8.89 (d, 1H, J = 1.6 Hz), 8.88 (d, 1H, J = 1.6 Hz), 8.04 (d, 1H, J = 8.8 Hz), 8.01 (d, 1H, J = 1.6 Hz), 7.72 (t, 1H, J = 7.6 Hz), 7.62 (d, 1H, J = 7.6 Hz), 7.55 (dd, 1H, J = 8.8 Hz, J = 1.6 Hz), 7.26-7.14 (m, 5H), 7.11 (d, 1H, J = 7.6 Hz), 4.17 (s, 2H), 2.17 (s, 3H). 13C-NMR (100 MHz; CDCl3) delta 158.3, 149.2, 146.2, 145.9, 145.8, 142.8, 142.7, 139.2, 138.9, 133.4, 132.2, 130.7, 130.6, 129.2, 128.8, 128.7, 126.6, 123.6, 115.2, 31.4, 23.8. HRMS (ESI) calcd. for C23H19N6 (M+H): 379.1666; found 379.1662.

The synthetic route of 50998-17-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Fei; Park, Yunjeong; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry Letters; vol. 23; 4; (2013); p. 1083 – 1086;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider