Category: quinoxaline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55686-94-7,2-Chloro-7-nitroquinoxaline,as a common compound, the synthetic route is as follows.

To a suspension of nitro compound VI (14.36 g,68.5 mmol, 1 equiv.) in AcOEt (300 mE) is added SnCl2.2H20 (45.5 g, 239.9 mmol, 3.5 equiv.), then the reaction mixture is refluxed for 2 h. Afier cooling, 50% NaOH (6 equiv., 480 mmol) is added slowly at 00 C. and the reaction mixture is filtered on a silica gel pad and then eluted with hot acetone. After concentration, the residue is purified by recrystallisation with CHC13/petroleum ether to afford compound Had in the form of a yellow solid (9.65 g, 78%). ?H NMR (300 MHz, CDC13) oe ppm: 4.30 (brs, 2H), 7.03 (d, J=1.7 Hz, 1H), 7.15 (dd, J=8.8, 1.7 Hz, 1H), 7.85 (d, J=8.8 Hz, 1H), 8.47 (s, 1H). ?3C NMR (75 MHz, CDC13) oe ppm:107.2, 121.7, 130.3, 135.98, 140.3, 144.2, 147.7, 149.1. High-resolution mass (ESI): mlz calculated for [M+H] C8H7N3C1: 180.0329; mlz measured: 180.0326.

As the paragraph descriping shows that 55686-94-7 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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3476-89-9, 1,2,3,4-Tetrahydroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of compound 14-1 (270 mg, 2 mmol) in THF (10 mL) was added LiAlH4 (0411) (228 mg, 6 mmol) at 0 C. The resulting mixture was stirred at 0 C for 30 min then stirred at room temperature overnight. The reaction was quenched with 0.25 mL H20, 0.25 mL 5N NaOH and 1.25 mL H20. The participate was filtered off, and the filtrate was extracted with EtOAc (3 x 20 mL). The organic layers were separated, washed with brine, dried over sodium sulfate, and concentrated under vacuum. The crude product was purified by flash chromatography (0 – 60% EtOAc/hexane) to obtain as light yellow solid (90 mg, 34%). To a stirred solution of the intermediate afforded in last step (90 mg, 0.67 mmol) in THF was added Boc20 (146 mg, 0.67 mmol) and aqueous solution NaOH (IN, 0.67 mL) at 0 C. Then the resulting mixture was stirred at room temperature overnight. The reaction was quenched with water, extracted with EtOAc (3 x 10 mL). The organic layers were separated, washed with brine, dried over sodium sulfate, and concentrated under vacuum. The crude product was purified by flash chromatography (0 – 60% EtOAc/hexanes) to obtain as light yellow oil (90 mg, 57%). 1H NMR (400 MHz, CDC13) delta 7.49 (d, / = 7.7 Hz, 1H), 6.89 (td, / = 8.0, 1.4 Hz, 1H), 6.69 – 6.60 (m, 1H), 6.55 (dd, / = 8.0, 1.3 Hz, 1H), 3.94 (s, 1H), 3.83 – 3.69 (m, 2H), 3.47 – 3.34 (m, 2H), 1.52 (s, 9H).

3476-89-9 1,2,3,4-Tetrahydroquinoxaline 77028, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; KOZIKOWSKI, Alan; SHEN, Sida; BERGMAN, Joel; (100 pag.)WO2017/142883; (2017); A1;,
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6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b) Quinoxaline-6-carbaldehyde. A suspension of 6-methylquinoxaline (8.0 g; 0.055 mol.) and selenium dioxide (6.77 g; 0.061 mol.) in 1,4-dioxane (5.0 mL) was irradiated at 200 C. for 30 min. in a Biotage Initiator microwave synthesizer. The above procedure was repeated five further times and the combined, cooled reaction mixtures were dissolved in CH2Cl2, filtered through a plug of celite, and concentrated in vacuo. Purification via flash column chromatography (silica gel, 20-50% ethyl acetate in hexanes) followed by crystallization from CH2Cl2 provided quinoxaline-6-carbaldehyde (40.0 g, 91%) as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 10.25 (s, 1H) 8.95 (s, 2H) 8.57 (d, J=1.3 Hz, 1H) 8.24 (dd, J=8.6, 1.5 Hz, 1H) 8.20 (d, J=8.6 Hz, 1H). MS(ES+) m/e 159 [M+H]+.

As the paragraph descriping shows that 6344-72-5 is playing an increasingly important role.

Reference£º
Patent; Duffy, Kevin J.; Fitch, Duke M.; Norton, Beth A.; US2007/179144; (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.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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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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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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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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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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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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1204-75-7, 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4: A suspension of 3-hydroxy-2-quinoxaline carboxylic acid 6-1 (500 mg, 2.63 mmol) and thionyl chloride (2.3 mL, 31.6 mmol, 12.0 equiv) in 10 mL toluene was heated to 80 C. After 2 h of heating, the reaction mixture was cooled to room temperature and evaporated to dryness to yield the acid chloride 7-6. In a separate flask, piperidine 7-5 (0.55 g, 2.63 mmol) and triethylamine (0.73 mL, 5.26 mmol, 2.0 equiv) in 10 mL CH2Cl2 was cooled to 0 C. To this mixture was added the acid chloride 7-6 dropwise. The reaction was allowed to stir at room temperature for 3 h after which was diluted with H2O (10 mL), extracted with EtOAc (2¡Á10 mL), washed with sat. NaHCO3, dried over Na2SO4 and evaporated to dryness. The crude product was purified by flash chromatography (10-30% EtOAc/CH2Cl2) to produce 7-7 (R isomer).

As the paragraph descriping shows that 1204-75-7 is playing an increasingly important role.

Reference£º
Patent; CHENG, CLIFFORD; SHIPPS, JR., GERALD W.; HUANG, XIAOHUA; HUANG, YING; SHAO, NING; RAO, ASHWIN; PALANI, ANANDAN; ORTH, PETER; VOIGT, JOHANNES H.; HERR, ROBERT J.; ROSSITER, LANA MICHELE; ZENG, QI; SUN, XIANFENG; US2012/122837; (2012); A1;,
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