Heterocyclic Building Blocks-quinoxaline

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

To a solution of compound 40 (420 mg, 1.73 mmol) in ethanol (5 ml) was added excess hydrazine monohydrate (1.5 ml), and the resulting mixture was stirred at reflux for 16 h. The reaction mixture was concentrated under reduced pressure, and the solid residue was washed with diethyl ether, and dried in vacuo to give the title compound 41 (80%) .

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANDYOPADHYAY, Anish; SARANGTHEM, Robindro; BARAWKAR, Dinesh; BONAGIRI, Rajesh; KHOSE, Goraksha; SHINDE, Shailesh; (226 pag.)WO2016/199943; (2016); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36856-91-4,2-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

A 25-mE round bottom flask equipped with a magneticstirrer, a condenser and a nitrogen inoutlet adapter was charged with 2-bromoquinoxaline (13 mg, 0.063 mmol), boronate ester 6b (25 mg, 0.063 mmol), water/dioxane (1.0 mE/4.0 ml), K2C03 (17 mg, 0.126 mmol). The resulting solution was degassed for 15 mm, then Pd(PPh3)4 (5 mg)was added. The reaction mixture was warmed to 1000 C. and stirred for 1 h. After cooled to room temperature, the reaction mixture was diluted with EtOAc and washed with saturated NaHCO3, brine, dried over Na2SO4. The organic layer was concentrated under reduced pressure and purified on silica gel. Elution with 10% EtOAc/hexanes solvent system afforded the desired compound (15 mg, 60% yield).1H NMR (300 MHz, CDCl3) oe 9.46 (s, 1H), 8.83 (s, 1H), 8.69 (m, 1H), 8.46 (s, 1H), 8.21 (m, 2H), 7.86 (m, 2H), 7.72 (d, J=12.0 Hz, 2H), 7.58 (d, J=12.0 Hz, 2H), 4.05 (s, 3H), 1.42 (s, 9H)., 36856-91-4

As the paragraph descriping shows that 36856-91-4 is playing an increasingly important role.

Reference£º
Patent; Rutgers, The State University of New Jersey; LaVoie, Edmond J.; Parhi, Ajit; Pilch, Daniel S.; Kaul, Malvika; (36 pag.)US9822108; (2017); B2;,
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6298-37-9,6298-37-9, Quinoxalin-6-amine is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of (S)-2-((tert-butoxycarbonyl)amino)-3-(3,5-difluorophenyl)propanoic acid (500 mg, 1.66 mmol) and quinoxalin-6-amine (219 mg, 1.5 mmol) in DMF (7 mL), DIPEA (0.80 mL, 4.5 mmol) was added, followed by HATU (631 mg, 1.66 mmol) and then the reaction mixture was stirred at rt for 16 h. The reaction mixture was partitioned between aq. NaHCCb-NaCl (10 mL) and EtOAc (3 x 25 mL), and the combined organic components were dried (Na2S04), filtered, concentrated and then purified by flash silica chromatography (24 g Silica, eluted with solv A = Hexane / solv B = EtOAc, gradient from 0 – 50%B, hold at 50%B) to afford the title compound (515 mg). LC-MS retention time = 1.15 min; m/z = 429.0 [M+H]+. (Column: Waters Aquity BEH C18 2.1 x 50 mm 1.7U. Solvent A = 100% Water: 0.05% TFA. Solvent B = 100% Acetonitrile: 0.05% TFA. Flow Rate = 0.8 mL/min. Gradient: 2-98% B. Gradient Time = 1.5 min. Wavelength = 220). NMR (400 MHZ, chloroform-d) delta 8.96 – 8.65 (m, 3H), 8.31 (d, J=2.3 Hz, IH), 8.01 (d, J=9.0 Hz, IH), 7.81 (dd, J=9.0, 2.3 Hz, IH), 6.83 (d, J=6.0 Hz, 2H), 6.77 – 6.66 (m, IH), 5.19 (d, J=6.8 Hz, IH), 4.58 (d, J=6.3 Hz, IH), 3.30 (dd, J=14.1, 6.5 Hz, IH), 3.20 – 3.05 (m, IH), 1.46 (s, 9H).

6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; VIIV HEALTHCARE (No.5) LIMITED; BENDER, John A.; LOPEZ, Omar D.; NGUYEN, Van N.; YANG, Zhong; WANG, Alan Xiangdong; WANG, Gan; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; THANGATHIRUPATHY, Srinivasan; (350 pag.)WO2016/172425; (2016); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1204-75-7,3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a stirred solution of Zn(ClO4)2¡¤6H2O (18.7 mg, 0.05 mmol) in H2O (2 mL) was added 1 equiv. of 4,4′-bpy (7.8 mg, 0.05 mmol) in CH3OH (5 mL). This was stirred for 5 min, and then a 5 mL CH3OH solution of Hqc (9.5 mg, 0.05 mmol) was added to the reaction mixture and then filtered to give an orange solution. Slow evaporation of the solvent at room temperature gave rise to colorless block single crystals suitable for X-ray single-crystal analysis after 2 weeks (Yield 42%). Anal. Calc. for C28H18N6O6Zn: C, 56.06; H, 3.02; N, 14.01. Found: C, 55.93; H, 3.09; N, 14.12%. IR (KBr)/cm-1: 3066(w), 1654(s), 1503(m), 1449(s), 1349(m), 1283(w), 1227(w), 1010(w), 820(w), 553(m), 442(w).

1204-75-7, 1204-75-7 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid 71001, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Xiao, Bo; Xiao, Hai-Yang; Yang, Li-Jun; Inorganica Chimica Acta; vol. 407; (2013); p. 274 – 280;,
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1593-08-4, 2-Formylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of commercially available quinoxaline-2-carbaldehyde (0.500 g, 3.16 mmol) in DCM (14.0 mL) were added 2-methylpropane-2-sulfinamide (0.383 g, 3.16 mmol) and Ti(OEt)4 (3.31 mL, 15.8 mmol). The reaction mixture was refluxed for 17 h, cooled to room temperature and quenched with water. The solids were filtered through a CELITE pad and washed with DCM. The organic phase was separated and washed with water, brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexanes:EtOAc, 100:0 to 50:50) to yield Int-16A (0.690 g, 84%) as a tan solid. NMR (500MHz, DMSO-c) delta 9.54 (s, 1H), 8.68 (s, 1H), 8.29 – 8.17 (m, 2H), 8.06 – 7.92 (m, 2H), 1.27 (s, 9H). HPLC retention time (Method 2): 2.132 mia; LCMS (ES): m/z 262.2 [M+H]+., 1593-08-4

The synthetic route of 1593-08-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; MIGNONE, James; (95 pag.)WO2019/94319; (2019); A1;,
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6298-37-9, Quinoxalin-6-amine is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6298-37-9, Example 305: Preparation of N4-cyclopropyl-N2-(quinoxalin-6-yl)-5-(trifluoromethyl) pyrimidine-2,4-diamine2-Chloro-N-cyclopropyl-5-(trifluoromethyl)pyrimidin-4-amine (0.060 g, 0.253 mmol) and quinoxalin-6-amine (0.037 g, 0.253 mmol) were mixed in acetic acid (1 ml). The mixture was microwaved at 120 C for 20 min and then concentrated. 17 mg of product was recovered after automated reverse phase chromatography (water-MeCN). MS calcd for [Ci6Hi3F3N6+H]+:347.13, found 347.10.

The synthetic route of 6298-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); A1;,
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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.

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 eluting 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

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

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.; US2005/256309; (2005); A1;,
Quinoxaline – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1204-75-7,3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Methanol solution (70 cm3) of [RuHCl(CO)(PPh3)3] (0.2 g, 2¡Á10-4 mol)and 3-hydroxy-2-quinoxalinecarboxylic acid (0.05 g, ~2¡Á10-4 mol) wasrefluxed for 3 h. The crystals suitable for X-ray analysis were obtained byslow evaporation of the reaction mixture. Yield 82%. IR (KBr, n/cm-1):1945 (s, nRu-H), 1926 (s, nRu-CO), 1708 (s, nCOO/OH), 1641 (s, nC=N, nC=C). UV-VIS (solid state, l/nm): 475, 400, 350, 250. UV-VIS [methanol, l/nm(log e)]: 466.4 (2.52), 388.8 (3.14), 322.0 (3.70), 276.0 (4.03), 251.2(4.33), 207.2 (4.85). 1H NMR (400 MHz, CDCl3) d: 14.45 (s, OH), 13.89(s, OH), 8.68 (d, hqxc, J 8.7 Hz), 8.17 (d, hqxc, J 8.6 Hz), 7.69 (dd, 17 H,J 16.4 and 5.7 Hz), 7.64-7.10 (m, PPh3/hqxc), 6.93 (s, 4 H), -10.51 (t,HRu, J 19.1 Hz). 13C NMR (101 MHz, CDCl3) d: 173.12 (s), 158.68 (s),143.00 (s), 138.04 (s), 134.29 (s), 133.41 (dt, J 8.7 and 6.1 Hz), 132.16 (s),131.80 (dd, J 22.8 and 6.1 Hz), 131.44 (s), 128.09 (q, J 4.9 Hz), 127.76 (s),127.27 (s), 126.87 (s), 126.34 (s). 31P NMR (202 MHz, CDCl3) d: 43.69(s). Found (%): C, 65.25; H, 4.52; N, 3.27. Calc. for C46H36N2O4P2Ru (%):C, 65.48; H, 4.30; N, 3.32., 1204-75-7

The synthetic route of 1204-75-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ma?ecki, Jan G.; MaronI, Anna; Kusz, Joachim; Mendeleev Communications; vol. 25; 2; (2015); p. 103 – 105;,
Quinoxaline – Wikipedia
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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 solution of 6-Bromo-2-chloro quinoxaline (0.5 g, 2.05 mmol) in DMSO (10 mL) was added C-(Tetrahydro-pyran-4-yl)-methylamine (0.24 g, 2.08 mmol) and triethylamine (0.653 g, 0.9 mL, 6.5 mmol) and the mixture was stirred at 80C for 16 h. The reaction mixture was then diluted with water (50 mL) and extracted with ethyl acetate (2 X 50 mL). The combined organic layer was back washed with water (50 mL), separated off, dried over anhydrous sodium sulphate and then evaporated in vacuo. The crude product was purified by flash column chromatography on silica gel eluting with 50% ethyl acetate in hexanes to afford the title product (0.4 g, 61 %).

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; (166 pag.)WO2016/170163; (2016); A1;,
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32998-25-7, 2-Chloro-3-methoxyquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE: 4-Chloro-l -(2-chloro-phenyl)-[l ,2,4]triazolo[4,3-a]quinoxaline (IIx). A mixture of 2-chloro-3-methoxyquinoxaline (455 mg) and 2-chlorobenzhydrazide (439 mg) in acetonitrile (10 mL) was heated at 150 C for 15 min under MW conditions. The reaction mixture was cooled in an ice/water bath and the precipitated solid was collected by filtration. This material was suspended in acetonitrile (10 mL) and phosphoryl chloride (1.09 mL) was added. The mixture was heated at 150 C for lh under MW conditions, before another 0.5 mL of phosphoryl chloride was added and the mixture was heated for an additional lh at 150 C under MW conditions. The reaction mixture was poured onto ice and diluted with ice/water to a final volume of 50 mL. It was neutralized with solid NaHC03 and the resulting yellow precipitate was collected by filtration, water and dried to afford IIx (409 mg).

32998-25-7, 32998-25-7 2-Chloro-3-methoxyquinoxaline 20227409, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; H. LUNDBECK A/S; J?RGENSEN, Morten; BRUUN, Anne, Techau; RASMUSSEN, Lars, Kyhn; LARSEN, Mogens; WO2013/34755; (2013); A1;,
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