Day: September 14, 2020

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;,
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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;,
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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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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, Example 81; 3 -( 1 -Cvano- 1 -memylethy I)-JV- r4-methyl-3 -Cquinoxalin-o-ylaminolphenyllbenzamide; N-(3-Amino-4-methylphenyl)-3-(l-cyano-l-methylethyl)benzamide (Method 60; 0.150 g, 0.51 mmol), 6-bromoquinoxaline (0.109 g, 0.51 mmol), Pd2(dba)3 (0.024 g, 0.026 mmol), BINAP (0.032 g, 0.051 mmol), and sodium fert-butoxide (0.147 g, 1.53 mmol) were combined in toluene (3 ml) in a sealed tube under an argon atmosphere and heated to 100 0C for 15 hours. The reaction mixture was filtered over diatomaceous earth, concentrated and purified by reverse phase preparative HPLC. NMR (300 MHz): 10.24 (s, IH), 8.62 (d, IH), 8.51 (d, IH), 8.31 (s, IH), 7.94 (t, IH), 7.77 – 7.90 (m, 3H), 7.62 – 7.72 (m, IH), 7.48 – 7.58 (m, 2H), 7.45 (dd, 1.98, IH), 7.23 (d, IH), 7.02 (d, IH), 2.16 (s, 3H), 1.67 (s, 6H); m/z 422.

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

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/40568; (2006); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

(1) To a solution of ethyl 3-chloroquinoxaline-2-carboxylate prepared by a method recited in J. Chem. Soc. 1945, 622; 12.3 g, 52.0 mmol and triethylamine (8.70 mL, 62.4 mmol) in N,N-dimethylformamide (52 mL) was added aqueous dimethylamine (50%, 6.60 mL, 62.7 mmol) at room temperature. After being stirred for 3 hour at room temperature, the reaction mixture was poured into water (500 mL), and the mixture was extracted with ethyl acetate (2000 mL). The organic layer was washed with water, dried over sodium sulfate, filtrated and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate = 4:1) to give ethyl 3-(dimethylamino)quinoxaline-2-carboxylate as a pale yellow oil (12.6 g, 99%). MS (APCI): m/z 246 (M+H).

49679-45-0, The synthetic route of 49679-45-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MITSUBISHI TANABE PHARMA CORPORATION; MORIMOTO, Hiroshi; SAKAMOTO, Toshiaki; HIMIYAMA, Toshiyuki; KAWANISHI, Eiji; MATSUMURA, Takehiko; WO2010/30027; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34117-90-3,3-Chloroquinoxalin-2-amine,as a common compound, the synthetic route is as follows.

b) Without Pd-catalyst and base – detection of 2-aminoquinoxaline and 3a: Compound 2a (120 mg, 0.65 mmol) was heated with Ph2PH (0.11 mL, 0.64 mmol) for 1.5h at 130 C. Then the resulting blue viscous substance was extracted with diethyl ether to give an olive-green powder (186 mg). The filtrate displayed 31P NMR signals of Ph2PH, Ph4P2 and 3a, signal intensities 31:61:5. An aliquot (90 mg) of the powder was treated with Et2O / aqueous NaOH. Phase separation and drying over CaCl2 gave ca. 50 mg of a viscous yellow mixture of 3a and 2-aminoquinoxaline (13CH signal intensities 1:1), contaminated by small amounts of unconverted Ph2PH and unidentified side products. The 13C NMR data of 3a are in good agreement with those of the pure product. – 2-Aminoquinoxaline: The 1H NMR data are in good agreement with reported values [5]. 13C NMR (CDCl3): d 151.97 (Cq-2), 140.89 (Cq-8a), 137.78 (CH-3), 137.43 (Cq-4a), 130.29 (CH-7), 128.83 (CH-5), 125.88 (CH-8), 125.05 (CH-6); HRMS (ESI in MeOH): Calcd. for 2-aminoquinoxaline (C8H7N3) [M+H+] 146.0713; found: 146.0713; calcd. for 3a (C20H16N3P) [M+H+] 330.1155; found: 330.1158.

34117-90-3, As the paragraph descriping shows that 34117-90-3 is playing an increasingly important role.

Reference£º
Article; Adam, Mohamed Shaker S.; Mohamad, Ahmad Desoky; Jones, Peter G.; Kindermann, Markus K.; Heinicke, Joachim W.; Polyhedron; vol. 50; 1; (2013); p. 101 – 111;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2213-63-0,2,3-Dichloroquinoxaline,as a common compound, the synthetic route is as follows.

Reference Example 20 To a suspension of 2,3-dichloroquinoxaline (300 mg, 1.51 mmol) in methanol (15 mL) and N,N-dimethylformamide (1.0 mL) was added sodium methoxide (28% in methanol, 309 mg, 1.66 mmol) dropwise at 0 0C. After being stirred for 2 hour at room temperature, the reaction mixture was concentrated in vacuo. The residue was diluted with chloroform and water. The organic layer was separated with phase separator and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane to hexane: ethyl acetate = 19: 1) to give 2-chloro-3-methoxyquinoxaline (the compound of Reference Example 20 listed in Table of Reference Example as described hereinafter) as a colorless powder (251 mg,%)., 2213-63-0

The synthetic route of 2213-63-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MITSUBISHI TANABE PHARMA CORPORATION; MORIMOTO, Hiroshi; SAKAMOTO, Toshiaki; HIMIYAMA, Toshiyuki; KAWANISHI, Eiji; MATSUMURA, Takehiko; WO2010/30027; (2010); A1;,
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