Heterocyclic Building Blocks-quinoxaline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1593-08-4,2-Formylquinoxaline,as a common compound, the synthetic route is as follows.

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., 1593-08-4

1593-08-4 2-Formylquinoxaline 594088, aquinoxaline compound, is more and more widely used in various fields.

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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55687-34-8, 6-Bromoquinoxalin-2(1H)-one is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55687-34-8, [Reference Example 26] (0482) (0483) To the solution of 50 mg of 6-bromoquinoxalin-2(1H)-one in 0.5 mL ofN,N-dimethylacetamide, 26.4 muL of benzyl bromide and 61.4 mg of potassium carbonate were added at room temperature, and the resultant was stirred at room temperature for 30 minutes and at an external temperature of 50C for 30 minutes. The reaction mixture was cooled to room temperature, and water and ethyl acetate were then added thereto. The organic layer was separated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to give 50 mg of 1-benzyl-6-bromoquinoxalin-2(1H)-one as a yellow solid. 1H-NMR (DMSO-d6) delta: 5.47 (2H, s), 7.20-7.38 (5H, m), 7.41 (1H, d, J = 9.2 Hz), 7.73 (1H, dd, J = 8.9, 2.3 Hz), 8.06 (1H, d, J = 2.6 Hz), 8.39 (1H, s).

The synthetic route of 55687-34-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (2015); A1;,
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36856-91-4, 2-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

c. Preparation of compound 6c A 25-mL round bottom flask equipped with a magnetic stirrer, a condenser and a nitrogen in/outlet adapter was charged with 2-bromoquinoxaline (13 mg, 0.063 mmol), boronate ester 6b (25 mg, 0.063 mmol), water/dioxane (1.0 mL/4.0 ml), K2C03 (17 mg, 0.126 mmol). The resulting solution was degassed for 15 min, then Pd(PPh3)4 (5 mg) was added. The reaction mixture was warmed to 100C and stirred for 1 h. After cooled to room temperature, the reaction mixture was diluted with EtOAc and washed with saturated NaHC03, brine, dried over Na2S04. 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, CDC13) delta 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, 36856-91-4 2-Bromoquinoxaline 582225, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; UNIVERSITY OF MEDICINE AND DENTISTRY OF NEW JERSEY; LAVOIE, Edmond, J.; PARHI, Ajit; PILCH, Daniel, S.; KAUL, Malvika; WO2013/106756; (2013); A2;,
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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.

To a solution of 11c (50 mg, 215 mumol), 6-bromoquinoxaline (66.9 mg, 320 mumol), Bu4NOAc (129 mg, 428 mumol) and Pd(OAc)2 (7.24 mg, 32.2 mumol) in NMP (0.5 mL ). The reaction mixture was stirred for 15 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 (17 mg, 22%) as a yellow solid. TLC: Rf 0.22 (1:1 MeOH/CH2Cl2). 1H-NMR (400 MHz, CDCl3) delta 8.90 (d, 2H, J = 4.4 Hz), 8.09 (s, 1H), 8.08 (d, 1H, J = 8.0 Hz), 7.73 (t, 1H, J = 8.0 Hz), 7.63-7.60 (m, 2H), 7.13 (d, 1H, J = 8.0 Hz), 3.65 (t, 2H, J = 6.4 Hz), 2.85 (t, 2H, J = 7.6 Hz), 2.20 (s, 3H), 1.88 (quintet, 2H, J = 7.6 Hz), 1.65 (m, 2H), 1.58 (brs, 1H). 13C-NMR (100 MHz, CDCl3) delta 158.3, 149.2, 147.3, 145.8, 145.7, 142.8, 142.7, 139.1, 132.8; 132.1, 130.9, 130.4, 129.2, 123.6, 115.2, 62.4, 32.3, 25.7, 24.7, 23.8. HRMS (ESI) calcd. for C20H21N6O (M+H): 361.1771; found 361.1771.

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

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;,
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59564-59-9, 3,4-Dihydroquinoxalin-2(1H)-one is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 3,4-dihydroquinoxalin-2-(1H)-one (2.9 g, 19.6 mmol) in methanol (20 mL) Sodium cyanoborohydride (2.5 g, 39.7 mmol) was added, Paraformaldehyde (0.9 g) and glacial acetic acid (1 mL) The reaction was stirred at 25 C for 4 hours, Sodium cyanoborohydride (1.2 g, 19.0 mmol) was added, Paraformaldehyde (0.45 g) and hydrochloric acid (0.5 mL), The reaction was heated to 50 C for 5 hours. The reaction solution was cooled to room temperature, The pH was adjusted to 8 with saturated aqueous sodium bicarbonate solution, Ethyl acetate (50 mL x 3) was added, Combine organic phase, Dried over anhydrous sodium sulfate, filter, concentrate, To give the title compound (3.0 g, yield 94.5%)., 59564-59-9

59564-59-9 3,4-Dihydroquinoxalin-2(1H)-one 185949, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Co., Ltd.; Wu, Yongqian; (31 pag.)CN106317027; (2017); A;,
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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

INTERMEDIATE 216-(2-Chloropyridin-4-yl)quinoxalineA mixture of 6-bromoquinoxaline (1.07 g, 5.14 mmol), 2-chloropyridine-4- boronic acid (810 mg, 5.14 mmol), 2M aqueous sodium carbonate solution (5.5 mL, 11 mmol) and Pd(PPh3)4 (178 mg, 0.15 mmol) in DME (11 mL) was heated to 1200C in a sealed tube, under microwave irradiation, for 20 minutes. After cooling, the mixture was partitioned between water and EtOAc (100 mL each). The aqueous phase was extracted with EtOAc/THF (4: 1, 50 mL). The combined organic phases were dried (MgSO4) and concentrated in vacuo. The residue was washed with diethyl ether/THF (9: 1, 30 mL) to give the title compound (790 mg, 64%) as a brown solid. deltaH (CDCl3) 8.89-8.97 (m, 2H), 8.54 (d, IH), 8.39 (d, IH), 8.26 (d, IH), 8.03 (dd, IH), 7.72 (s, IH), 7.60 (dd, IH). LCMS (ES+) 242 (M+H)+, RT 2.87 minutes., 50998-17-9

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

Reference£º
Patent; UCB PHARMA S.A.; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MACK, Stephen, Robert; PERRY, Benjamin, Garfield; RAPHY, Gilles; SAVILLE-STONES, Elizabeth, Anne; WO2010/52448; (2010); A2;,
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80636-30-2, 3,3-Dimethyl-3,4-dihydroquinoxalin-2(1H)-one is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3,3-Dimethyl-4-[(morpholinyl)carbonyl]-1,2,3,4-tetrahydroquinoxalin-2-one (IV) To 2.70 g of 4-(chlorocarbonyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one (prepared from 3,3-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one (EXAMPLE 2) and phosgene) in 30 ml of dichloromethane are added 1.97 g of morpholine. After stirring for 30 min, the reaction mixture is partitioned between dichloromethane and saline. The organic layers are dried over sodium sulfate, concentrated, and crystallized from dichloromethane/hexane to give the title compound, mp 190.5-193; MS (m/z) at 289; IR (mineral oil) 1683, 1661, 1409, 1238, 1121, 1506 cm-1; NMR (CDCl3) delta 1.3-1.9, 3.0-4.1, 6.70, 6.84, 6.95-7.03, 8.31., 80636-30-2

As the paragraph descriping shows that 80636-30-2 is playing an increasingly important role.

Reference£º
Patent; The Upjohn Company; US5541324; (1996); A;,
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6344-72-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6344-72-5,6-Methylquinoxaline,as a common compound, the synthetic route is as follows.

Example 242 : Synthesis of (1E,6E)-1-(4-hydroxyphenyl)-7-(quinoxalin-6-yl)hepta-1,6-diene-3,5-dione (CU348); (1) Synthesis of quinoxaline-6-carboxaldehyde; 6-Methylquinoxaline (500 mg, 3.47 mmol) and selenium dioxide (423 mg, 3.81 mmol) in a sealed vessel were stirred at 160C for 7 h. After cooled to room temperature, the reaction mixture was dissolved in ethyl acetate. The solution was washed with brine twice, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate = 80/20 to 60/40) to obtain the title compound as a pale brown solid (355 mg, 64%).

The synthetic route of 6344-72-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Tokyo Institute of Technology; Kyoto University; EP2123637; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6925-00-4,Quinoxaline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

[0188] To a solution of quinoxaline-6-carboxylic acid (60 g, 0.34 mol) in SOCl2 (300 mL) was added DMF (5 mL). The resulting mixture was heated under reflux overnight, then cooled and concentrated to afford crude mixture of 3-chloroquinoxaline-6-carbonyl chloride and 2-chloro- quinoxaline- -carbon l chloride

6925-00-4, 6925-00-4 Quinoxaline-6-carboxylic acid 674813, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; NEUPHARMA, INC.; QIAN, Xiangping; ZHU, Yong-liang; WO2013/49701; (2013); 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.,50998-17-9

Take 1mmol cp-2-19,Dissolved in 10ml anhydrous acetonitrile,0.05 mmol of Pd (OAc) 2,0.1 mmol of P (O-Tolyl) 3 and 3 mmol of Et3N were added,Then add 1.5mmol 6-bromoquinoxaline, Ar gas protection reaction 12h, after the reaction filter,After the filtrate was evaporated to dryness, the methylene chloride was dissolved, washed with water, washed with saturated NaCl, treated with anhydrous MgSO4,Silica gel column (PE: EA 50: 1) to give the compound

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

Reference£º
Patent; Peking University; Fu, Hongzheng; Chen, Peng; (29 pag.)CN106543032; (2017); A;,
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