Heterocyclic Building Blocks-quinoxaline

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, To a stirred solution of the compound obtained from Preparation 29 (2 g, 8.89 mmol) in phosphorus oxychloride (15 mL), was added DMF (1 mL). The mixture was stirred at 120C for 1.5 hours then allowed to cool to room temperature. The dark solution was concentrated in vacuo and cautiously quenched with crushed ice. The aqueous suspension was neutralised with 10% potassium carbonate solution and extracted with DCM (2 x 30 mL). The combined organic phases were dried (Na2SO4), filtered and concentrated to give 1.94 g of the title compound as a brown solid.1H-NMR (400 MHz, DMSOd6): delta= 9.02(1 H, s), 8.40(1 H, d), 8.06(1 H, dd), 7.98(1 H, d). LCMS (run time = 2min): R4 = 1.69 min; m/z 243; 245 [M+H]+

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

Reference£º
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); A1;,
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2379-60-4, 2 3-Dichloro-6-nitroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 Preparation of 7-Nitro-1,4-dithiino(2,3-b)quinoxaline-2,3-dicarbonitrile To a solution of 2,3-dichloro-6-nitroquinoxaline (1.0 g, 0.0041 mol) in dimethylformamide (20 mL) is added, in several portions, disodium-Z-1,2-dicyano-1,2-ethylenedithiolate (1.1 g, 0.0045 mol). The resulting solution is stirred overnight at room temperature. Water (100 mL) is slowly added to the reaction mixture, dropwise, with stirring. The resulting solid is isolated by filtration, washed with water and dried, giving a dark purple powder. The recovered material weighs 0.92 g and has a melting point of 222 to 225 C. A calculated overall yield of 72 percent is achieved. The structure identity is confirmed by proton nuclear magnetic resonance spectroscopy (1 H), carbon nuclear magnetic resonance spectroscopy (NMR), infrared spectroscopy (IR) and mass spectrometry (MS).

2379-60-4, 2379-60-4 2 3-Dichloro-6-nitroquinoxaline 689090, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; The Dow Chemical Company; US5200409; (1993); A;,
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6925-00-4, Quinoxaline-6-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6925-00-4, Step 8C: Quinoxaline-6-carbonyl chloride.hydrochloride Thionyl chloride (10.5 mL, 144 mmole) was added to a slurry of quinoxaline-6-carboxylic acid (5.0394 g, 28.94 mmole) in anhydrous THF at room temperature under a nitrogen atmosphere. The reaction was warmed to reflux for 24 hours, cooled to room temperature, concentrated in vacuo, azeotroped with toluene and dried in vacuo to give a tan solid identified as quinoxaline-6-carbonyl chloride hydrochloride.

As the paragraph descriping shows that 6925-00-4 is playing an increasingly important role.

Reference£º
Patent; Biogen Idec MA Inc.; US2010/56505; (2010); 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, A solution containing 6-bromo-quinoxaline (417 mg, 2.0 mmol), 4-(4 ,4,5,5- tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert- butyl ester (600 mg, 1.94 mmol), tetrakis [triphenylphosphine] palladium (108 mg, 0.1 mmol) and sodium carbonate (2 M solution, 3 ml_) in 5 ml_ of dioxane/ethanol/water (7:3:1 ) was heated at 160 C using microwave reactor for 15 minutes. After the reaction, ethylacetate was added and the mixture was filtered, washed with water. After concentration under vacuum, the product was purified using column chromatography (5% methanol in dichloromethane)

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

Reference£º
Patent; SCHERING CORPORATION; WO2008/153858; (2008); 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

6344-72-5, 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]+.

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

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.1204-75-7,3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.

The resulting compound (737 mg, 1.80 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (353 mg, 1.80 mmol) to afford the desired title compound (609 mg, yield 62%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.83 (1H, brs), 9.50 (1H, d, J=9.0 Hz), 7.90-7.84 (1H, m), 7.69-7.62 (1H, m), 7.60-7.53 (1H, m), 7.41-7.35 (2H, m), 7.33-7.20 (2H, m), 4.91 (1H, m), 4.74 (1H, m), 3.92-3.41 (4H, m), 3.92-3.41 (5H, m), 0.96 and 0.95 (6H, d, J=6.2 Hz). IR (KBr) cm-1: 2960, 1690, 1630, 1530, 1485, 1190. MS (ESI, m/z): 545 (M+H)+; HRMS (ESI, m/z): 545.1210 (Calcd for C25H27BrFN4O4: 545.1200).

1204-75-7, 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;,
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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.

EXAMPLE 59 2-Amino-3-cyano-4-(quinoxalin-2-yl)-4H-indolo[4,5-b]pyran The title compound was prepared from quinoxaline-2-carbaldehyde, malononitrile and 4-hydroxyindole by a procedure similar to Example 57 in 79% yield. 1H-NMR (Acetone-d6): 10.54 (brs, 1H), 8.86 (s, 1H), 8.07 (m, 2H), 7.86 (m, 3H), 7.39 (t, J=2.74, 5.49 Hz, 1H), 7.17 (dd, J=8.51, 0.82 Hz, 1H), 6.81 (dd,J=8.51 Hz, 1H), 6.61 (m, 1H), 6.51 (s, 2H), 5.25 (s, 1H).

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; Cytovia, Inc.; US2003/65018; (2003); 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-mL round bottom flask equipped with a magnetic stirrer,a condenser and a nitrogen in/outlet adapter was charged with2-bromoquinoxaline (13 mg, 0.063 mmol), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-carbomethoxy-4?-(t-butyl)phenyl-[1,1?]biphenyl (25 mg, 0.063mmol), water/dioxane (1.0 mL/4.0 ml), K2CO3 (17 mg, 0.126mmol). The resulting solution wasdegassed for 15 min, then Pd(PPh3)4 (5 mg) wasadded. The reaction mixture was warmedto 100oC and stirred for 1 h.After cooled to room temperature, the reaction mixture was diluted withEtOAc and washed with saturated NaHCO3, brine, dried over Na2SO4.The organic layer was concentrated in rotavapor and purified on silicagel. Elution with 10 % EtOAc/hexanessolvent system afforded the desired compound (15 mg, 60 % yield) . 1HNMR (300 MHz, CDCl3) 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, The synthetic route of 36856-91-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Parhi, Ajit K.; Zhang, Yongzheng; Saionz, Kurt W.; Pradhan, Padmanava; Kaul, Malvika; Trivedi, Kalkal; Pilch, Daniel S.; Lavoie, Edmond J.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 17; (2013); p. 4968 – 4974;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32601-86-8,2-Chloro-3-methylquinoxaline,as a common compound, the synthetic route is as follows.

General procedure: A mixture of azine chloride (0.50 mmol), Pd(PPh3)2Cl2 (42 mg, 0.06 mmol), CuI (6 mg, 0.03 mmol) and Et3N (6 mL) was stirred under argon for 20 min at room temperature. Then a solution of ethynyltrimethylsilane (63 mg, 0.09 mL, 0.64 mmol) was added dropwise. The flask was closed tightly. The resulting mixture was stirred for 24 h at 50-55C. The reaction mixture was evaporated to dryness without heating. The residue was mixed with silica gel and purified by flash column chromatography on silica gel (3¡Á30cm) with CHCl3 as the eluent. We were unable to obtain by chromatography pure samples of (trimethylsilyl)ethynyl derivatives because of their partial desilylation. Thus, pure (trimethylsilyl)ethynyl derivatives or partially desilylated products were subjected to desilylation according to the following procedure. To a solution of (trimethylsilyl)ethynyl azine (0.5 mmol) in methanol (5 mL), KF*2H2O (56 mg, 0.6mmol) was added. The reaction mixture was stirred for 24 h at room temperature and then evaporated to dryness. The residue was purified by flash column chromatography on silica gel with CH2Cl2 as the eluent. Rf, yield and characteristics for each compound are given below. All alkynes decompose when stored. 2-Methyl-3-((trimethylsilyl)ethynyl)quinoxaline Rf 0.3, 38%. Brown solid with mp 45-48C; 1H NMR (CDCl3) delta ppm: 0.35 (s, 9H), 2.89 (s, 3H), 7.68-7.75 (m, 2H), 7.99 (dd, J=7.7, 1.8Hz, 1H), 8.05 (dd, J=7.7, 1.8Hz, 1H); 13C NMR (CDCl3) delta ppm:-0.4, 23.2, 101.6, 102.5, 128.4, 128.9, 129.5, 130.5, 139.3, 140.6, 140.7, 155.3; IR, cm-1: 2161 (?C); MS (ESI) m/z: found 241.1163 [M+H]+, calcd for C14H16N2Si 241.1156 [M+H]+. 2-Ethynyl-3-methylquinoxaline (1b) Rf 0.4, 89%. Brown solid with mp 97-99C; 1H NMR (CDCl3) delta ppm: 2.90 (s, 3H), 3.58 (s, 1H), 7.70-7.77 (m, 2H), 8.00 (dd, J=7.9, 1.5Hz, 1H), 8.05 (dd, J=7.9, 1.5Hz, 1H); 13C NMR (CDCl3) delta ppm: 23.1, 80.9, 83.2, 128.5, 128.9, 129.6, 130.8, 138.6, 140.7, 140.9, 155.2; IR, cm-1: 2098 (?C); MS (ESI) m/z: found 169.0767 [M+H]+, calcd for C11H8N2 169.0760 [M+H]+., 32601-86-8

The synthetic route of 32601-86-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nelina-Nemtseva, Julia I.; Gulevskaya, Anna V.; Suslonov, Vitaliy V.; Misharev, Alexander D.; Tetrahedron; vol. 74; 10; (2018); p. 1101 – 1109;,
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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

To compound 2a (150mg, 0.79mmol) was added 2- methoxybenzohydrazide (171 mg, I .Ommol), EDCI (228mg, 1.19mmol), HOBt (161mg, 1.19mmol), and DMSO (6mL) and the solution was stirred for 16h. To the solution was added H2O (15OmL), stirred for 20min, filtered solid, and dried to yield compound 49b (255mg, 95%)., 1204-75-7

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

Reference£º
Patent; SCHERING CORPORATION; WO2009/111442; (2009); A1;,
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