Heterocyclic Building Blocks-quinoxaline

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.

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (230 mg, 1.20 mmol) and 1-hydroxybenzotriazole monohydrate (184 mg, 1.20 mmol) were added to a methylene chloride solution (10 ml) of the resulting compound (308 mg, 1.00 mmol) and 3-hydroxyquinoxaline-2-carboxylic acid (190 mg, 1.00 mmol), at room temperature, under nitrogen stream, followed by further addition of N-methylmorpholine (0.550 ml, 5.00 mmol), and stirring was carried out at room temperature overnight. The reaction solution was diluted with methylene chloride, followed by sequential washing with a saturated aqueous sodium hydrogencarbonate solution, a saturated aqueous ammonium chloride solution, water and saline, and then the resulting organic layer was dried over anhydrous sodium sulfate. After the organic layer was concentrated and the resulting residue was purified by a medium-pressure preparative liquid chromatograph (manufactured by Biotage, Inc., 25+M), the residue resulting from concentration was suspended in a mixed solvent of methylene chloride-ethyl acetate, the solid substance was collected by filtration to afford the desired title compound (126 mg, yield 26%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.83 (1H, brs), 9.52 (1H, d, J=7.8 Hz), 7.86 (1H, dd, J=7.4 Hz, 7.0 Hz), 7.65 (1H, dd, J=7.8 Hz, 7.4 Hz), 7.40 (1H, d, J=7.0 Hz), 7.38 (1H, d, J=7.4 Hz), 7.17-7.09 (2H, m), 7.07-6.99 (2H, m), 5.08 (1H, m), 4.60 (1H, m), 4.02-3.18 (4H, m), 2.11-1.84 (2H, m), 1.76-1.44 (5H, m), 0.96 and 0.92 (6H, d, J=6.6 Hz). IR (KBr) cm-1: 2955, 1685, 1640, 1505, 1205. MS (ESI, m/z): 481 (M+H)+. HRMS (ESI, m/z): 481.2268 (Calcd for C26H30FN4O4: 481.2251).

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

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2258697; (2010); 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.108229-82-9,6-Bromo-2,3-dichloroquinoxaline,as a common compound, the synthetic route is as follows.

General procedure: A mixture of compound 1 (2.78 g, 0.01 mol)and arylthiosemicarbazone (0.01 mol) in absolute ethanol (50 mL) was refluxed for 4-5 h. After completion of the reaction, the reaction mixture was cooled and the precipitate that formed was filtered, dried and crystallized from benzene to produce the corresponding compounds.

The synthetic route of 108229-82-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Abbas, Hebat-Allah S.; Al-Marhabi, Aisha R. M.; Ammar, Yousry A.; Acta poloniae pharmaceutica; vol. 74; 2; (2017); p. 445 – 458;,
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89898-96-4, 7-Nitro-2(1H)-quinoxalinone is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound V (17.570 g, 91.50 mmol, 1 equiv.) in 80 mE of P0C13 are added 30 drops of dimethylformamide. The reaction mixture is then refluxed for 3 h. The colour of the reaction mixture turns black. After cooling, the reaction mixture is poured slowly into a 500-mE beaker filled with crushed ice. The precipitate is collected by filtration and washed with water. The solid obtained is dried under vacuum for 48 h to give compound VI in the form of a grey solid (17.02 g, 88%). ?H NMR (300 MHz, CDC13) oe ppm: 8.30 (d, J=9.3 Hz, 1H), 8.56 (dd, J=9.3 and 2.2 Hz, 1H), 8.92 (d, J=2.5 Hz, 1H), 8.93 (s, 1H). ?3C NMR (75 MHz, CDC13) oe ppm: 123.7, 124.8, 131.1, 141.1, 143.2, 148.0, 148.7, 149.8.

As the paragraph descriping shows that 89898-96-4 is playing an increasingly important role.

Reference£º
Patent; Institut Du Cerveau et de la Moelle Epiniere; Centre National de la Recherche Scientifique (CNRS (CNRS); Sorbonne Universite; Assistance Publique-Hopitaux de Paris; Institut National de la Sante et de la Recherche Medicale (INSERM); Universite Paris-SUD; Figadere, Bruno; Ferrie, Laurent; Le Douaron, Gael; Raisman-Vozari, Rita; Michel, Patrick; Sepulveda, Julia; (18 pag.)US2019/71438; (2019); A1;,
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89891-65-6, 7-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0210] To a solution of 7-bromo-2-chloroquinoxaline (10 g, 41 mmol, 1 eq.) in CH3OH (200 mL) was added K2CO3 (12.4 g, 91 mmol, 2 eq.). The resulting mixture was stirred under reflux for 2 h, then cooled to r.t. and concentrated. The resulting residue was dissolved in THF (100 mL) and filtered. The filtrate was concentrated to afford 7-bromo-2- methoxyquinoxaline as a white solid (9.88 g, quant, yield).

As the paragraph descriping shows that 89891-65-6 is playing an increasingly important role.

Reference£º
Patent; NEUPHARMA, INC.; QIAN, Xiangping; ZHU, Yong-liang; WO2014/75077; (2014); 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

General procedure: Procedure A: The isothiocyanate compound (1 equiv) was added to the solution of amine (1 equiv) in 5 ml of a mixture of dichloromethane and acetonitrile (1:1, v/v). The mixture was cooled to 0C. Then, triethylamine (2 equiv) was added gradually. The mixture was stirred at 0C for 15 min, after which stirring was continued at room temperature for 2-10 h. The reaction mixture was concentrated, extracted with dichloromethane, and washed with brine.The organic layer was dried over MgSO4 and purified by column chromatography (MeOH/CH2Cl2) or by preparative TLC (MeOH/CH2Cl2) to afford the desired product.

As the paragraph descriping shows that 6298-37-9 is playing an increasingly important role.

Reference£º
Article; Lee, Jeewoo; Tran, Phuong-Thao; Hoang, Van-Hai; Thorat, Shivaji A.; Kim, Sung Eun; Ann, Jihyae; Chang, Yu Jin; Nam, Dong Woo; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun; Bioorganic and Medicinal Chemistry; vol. 21; 13; (2013); p. 3821 – 3830;,
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50998-18-0, 6-Iodoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-iodo-quinoxaline (0.323’g, L26mmol), malonic acid diethyl ester (0.404g, 2.52mmol), copper iodide (0.0i2g, 0.063mmol), biphenyl-2-ol (0.02 Ig,0.126mmol) and cesium carbonate (0.616g, 1.89mmol) in THF (5mL) was heated to 700C in a sealed tube for 24 hours. The solution was then cooled to room temperature, water was added and the crude product was extracted from ethyl acetate. The product was purified via silica gel column chromatography in hexane: ethyl acetate (1:1) to give 2-quinoxalin-6-yl-malonic acid diethyl ester. 2-quinoxalin-6-yl-malonic acid diethyl ester (0.066g, 0.229mmol) was added to a solution of sodium hydroxide [2N] (0.229mL) in methanol (2mL) and stirred for several hours at room temperature. The reaction was then evaporated in vacuo, IN HCl was added and the product was extracted with ethyl acetate to give 0.030g (70%) of quinoxalin-6-yl -acetic acid. 1H NMR (400 MHz, DMSO-d6) delta 12.6 (bs, IH), 8.93 (dd, 2H, J=2.0, 6.0Hz), 8.05 (d, IH, 8.8Hz), 7.99 (m, IH), 7.79 (dd, IH, J=2.0, 8.8Hz), 3.89 (s, 2H).

50998-18-0 6-Iodoquinoxaline 24271765, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/75567; (2007); 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.

The 1,10-phenanthroline trifluoroethyl ether copper (I) prepared in Example 1,In a nitrogen atmosphere,A polytetrafluoroethylene magnet was placed in the reactor,A solution of 0.36 mmol of 1,1,10-phenanthroline trifluoroethyl ether copper (I)(Phen) 2Cu (OCH2CF3),0.3 mmol of 2-bromoquinoxaline, 0.3 mmol of sodium tert-butoxide and 3 mL of N, N-dimethylformamide solvent,And heated in a closed system at 80 C for 12 h, cooled to room temperature,Extracted with 3 x 10 mL of ether, the extracts were combined and concentrated, and the resulting residue was purified by silica gel column chromatography,The eluent was treated with ether: n-pentane = 1: 5 to give 2-trifluoroethoxyquinoxaline in a yield of 92%

36856-91-4 2-Bromoquinoxaline 582225, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; Fuzhou University; Weng, Zhi Qiang; Huang, yangjie; Huang, ronglu; Ding, jianping; (9 pag.)CN104557924; (2016); B;,
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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 0.6 g (3.8 mmol) of the product from example 15; step B and 4-acetyl benzoic acid (0.55 g, 3.4 mmol) in methanol (40 ml), pre-cooled to 0C, was added dropwise a solution of sodium hydroxide [(0.27 g, 6.8 mmol) in water (2 ml) ]. The mixture was stirred at room temperature for 16 hours. After completion of reaction, the mixture was cooled to 0C, diluted with water (20 ml) and the pH adjusted to 7 using aqueous hydrochloric acid. The precipitate was isolated by filtration with a Buchner funnel and successively washed with water (20 ml x. 2) and brine (10 ml x 2), dried under vacuo at 60 C to afford 0.5 g of the title compound as a yellow solid. ?H NMR (400 MHz, DMSOd6) 8 6.6 (2H, d), 7.5 (lH, d), 7.56 (1H, m), 7.69 (2H, m), 7.8-7.82 (2H, m), 7.83-7.84 (2H, q), 7.91-7.92 (1H, d) 12.14 (lH,s).

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

Reference£º
Patent; TORRENT PHARMACEUTICALS LTD; WO2005/97746; (2005); A2;,
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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

This procedure is based on our previous report27 and vogels procedure36. To a conical flask containing NaOH solution (1.5eq, 10 mL H2O) was added substituted acetophenones (1mmole) in ethanol (10 mL), and the reaction mixture was stirred for 10 minutes to allow enolate formation, to this was added quinoxaline-2- carbaldehyde 1 (1mmole) and the reaction mixture was stirred till completion. After completion of the reaction, as monitored by TLC the reaction mixture was poured in an ice bath and was acidified using conc. HCl. The solid obtained was then filtered, dried and recrystallized using Ethanol. The quinoxalinyl chalcone 2a-n were then characterized using IR, NMR (1H, 13C) and HR-MS spectroscopy. The purity was checked by HPLC measurements using mobile phase consisting methanol and water in the ratio 90:10.

As the paragraph descriping shows that 1593-08-4 is playing an increasingly important role.

Reference£º
Article; Desai, Vidya; Desai, Sulaksha; Gaonkar, Sonia Naik; Palyekar, Uddesh; Joshi, Shrinivas D.; Dixit, Sheshagiri K.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2174 – 2180;,
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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.

Under nitrogen, [Rh(COD)Cl]2, Zn powder, KOH and 1.0 mL of toluene were added to a Schlenk tube equipped with a magnetic stir bar. A toluene solution of 6-bromoquinoxaline (1.0 mL) was added to the above mixture. After adding H2O, the mixture was stirred at 70 C. Monitor by TLC until 6-bromoquinoxaline is completely consumed. Of which 6-bromoquinoxaline, [Rh(COD)Cl]2, Zn powder, The molar ratio of KOH to H2O is 1: 0.025: 3: 0.4: 20. The residue was purified by silica gel column chromatography, the desired product 6-bromo-1,2,3,4-tetrahydroquinoxaline was obtained. White solid, yield 38%,

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

Reference£º
Patent; Yunnan Nationalities University; Chen Jingchao; Zhou Yongyun; Fan Baomin; Sun Weiqing; Fan Ruifeng; Zeng Guangzhi; Zhang Xia; (13 pag.)CN110483420; (2019); A;,
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