Heterocyclic Building Blocks-quinoxaline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.82019-32-7,7-Bromo-1-methyl-1H-quinoxalin-2-one,as a common compound, the synthetic route is as follows.

Bis(neopentyl glycolato)diboron (1.42 mg, 6.30 mmol) and potassium acetate (823 mg, 8.40 mmol) were added to a solution of 7-bromo-1-methylquinoxalin-2(1H)-one (1.0 g, 4.2 mmol) in 1,4-dioxane (15 mL). The reaction mixture was degassed under nitrogen for 30 min before Pd(dppf)Cl2.DCM (171 mg, 0.21 mmol) was added. The reaction mixture was heated at 80 C. for 3 h. After this time the reaction mixture was concentrated under reduced pressure and purified by silica gel column chromatography eluting with 30% EtOAc in iso-hexane to afford an orange solid. Trituration with diethyl ether afforded the title compound as an off-white solid (340 mg, 30%). 1H NMR (400 MHz, CDCl3): delta 8.37-8.30 (m, 1H), 7.79 (m, 3H), 3.82 (s, 4H), 3.75 (s, 3H), 1.06 (s, 6H)., 82019-32-7

The synthetic route of 82019-32-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; LONN, Hans Roland; CONNOLLY, Stephen; SWALLOW, Steven; KARLSSON, Staffan PO; AURELL, Carl-Johan; PONTEN, John Fritiof; DOYLE, Kevin James; VAN DE POEL, Amanda Jane; JONES, Graham Peter; WATSON, David Wyn; MACRITCHIE, Jaqueline Anne; PALMER, Nicholas John; US2015/210655; (2015); A1;,
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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

In a [11 3] neck flask was placed Quinoxaline-6-carboxylic acid (20.2 g) in 500 ml of THF. To this solution was slowly added [THIONYLCHLOLIDE] [(42ML,] [5EQ.).] The reaction mechanically stirred was warmed up to reflux and followed by HPLC quenching the sample with NH40H. After 3h at reflux no more starting material was present, the solvent was removed under reduced pressure and [SOC12] was chased with toluene 3 times. The solid was suspended in 100 ml EtOAc and filtered to obtain 23.47g of a beige solid. HPLC : 1. [114MIN. IHNMR] (DMSO-d6) [69.] 01-7.40 (m, [5H).]

The synthetic route of 6925-00-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2004/7491; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6924-66-9,Quinoxaline-5-carboxylic acid,as a common compound, the synthetic route is as follows.

6924-66-9, Example 25To a 50 mL flask containing 20 mL of DMF was added 1 mL of oxalyi chloride slowly and stirred for 10 min at RT. 100 mg of quinoxaline-5-carboxyltc acid was dissolved in 2 mL of the above solution and stirred for 5 min at RT. Then 50 mg of E was dissolved in 1 mL pyridine and added to the above solution. The reaction was completed in 5 min at RT and quenched with 1 mL NH4OH. The solvent was then evaporated under vacuum and the residue dissolved in CH3CN and water and purified with prep HPLC (0% to 95% water/ Acetonitriie) to afford 25 (26.7 mg, 54%). 1H-NMR (DMSO, 300 MHz): delta 9.04-9.02 (m, 2H), 8.49 (d, J = 3.9 Hz, 1 H), 8.31 (d, J = 6.0 Hz, 1 H), 8.24 (d, J = 8.4 Hz, 1 H), 7.94 (t, J – 7.2 Hz, 1 H), 7.73 (d, J = 6.9 Hz, 1 H), 7.62-7.57 (m, 2H), 7.22 (t, J = 8.4 Hz, 1 H), 7.06 (t, J = 6.6 Hz, 1 H)1 6.98 (d, J = 7.8 Hz, 2H), 6.80 (d, J = 7.5 Hz, 1 H), 4.83 (me, 1 H), 3.18-3.06 (m, 3H), 2.77-2.75 (m, 1 H), 0.65 (m, 2H), 0.51 (m, 2H).LCMS m/z [M+Hj+ C32H25N5O3S requires: 560.64. Found 560.08 HPLC Tr (min), purity %: 3.36, 98%

6924-66-9 Quinoxaline-5-carboxylic acid 776833, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; GILEAD SCIENCES, INC.; MACKMAN, Richard, L.; SPERANDIO, David; YANG, Hai; WO2011/5842; (2011); 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.

6925-00-4, Example 12-(1,2-Dimethyl-3-oxo-5-quinoxalin-6-yl-2,3-dihydro-1H-pyrazol-4-yl)-benzonitrileStep 1A: Quinoxaline-6-carboxylic acid methoxy-methyl-amideA 2000 mL round bottomed flask was charged with 21.0 g (121 mmoles) of quinoxaline-6-carboxylic acid, 32.4 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (169 mmoles), 22.8 g of 1-hydroxybenzotriazole (169 mmoles), and 24.7 g of N,O-dimethylhydroxylamine hydrochloride (253 mmoles) under a nitrogen atmosphere. To this, 315 mL of tetrahydrofuran and 210 mL of dichloromethane were added. Next, 127 mL of triethylamine (729 mmoles) was charged, and the reaction was allowed to stir for 12 hours. After the reaction was complete, the contents of the flask were concentrated to 1/3 volume under vacuum, and 440 mL of water was added. The mixture was extracted with ethyl acetate (3¡Á200 mL); the subsequent organic fractions were then washed with saturated sodium bicarbonate (1¡Á200 mL) and dried over sodium sulfate. The final product (26.1 g; 99% yield) was obtained after removing the solvent under vacuum. The product was used without further purification.1H NMR 300 MHz (CDCl3) delta 3.35 (s, 3H), 3.49 (s, 3H), 7.97 (d, J=8.7 Hz, 1H), 8.05 (d, J=8.7 Hz, 1H), 8.36 (s, 1H), 8.81 (s, 1H).M/Z Theoretical: 217.09; M/Z+1 217.77.

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

Reference£º
Patent; Biogen Idec MA Inc.; US2010/56505; (2010); A1;,
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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

General procedure: To a mixture of thiazolidine-2,4-dione or rhodanine(0.13 g, 1 mmol), aliphatic/aromatic aldehyde (1 mmol), and ethanol (4 ml), a portion of Fe3O4/SiO2-NH2/Cu(II) (0.15 g) was added and the mixture stirred under reflux for the required time (Table 2). The progress of the reaction was monitored by TLC (n-hexane/EtOAc, 2:1). After completion of the reaction, EtOH (3 ml) was added and the nanocatalyst was separated by an external magnet. The crude product was recrystallized from EtOH.

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

Reference£º
Article; Akhavan, Malihe; Foroughifar, Naser; Pasdar, Hoda; Khajeh-Amiri, Alireza; Bekhradnia, Ahmadreza; Transition Metal Chemistry; vol. 42; 6; (2017); p. 543 – 552;,
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49679-45-0,49679-45-0, Ethyl 3-chloroquinoxaline-2-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To ethyl 3-chloroquinoxaline-2-carboxylate 1 (1 g, 4.22 mmol),appropriate acetylene derivative (3.33 mmol, 1.5 eq.) in ethanol(15 mL) was added in a two-necked flask containing triethylamine(1.4 mL, 10 mmol), Pd/C (45 mg, 0.42 mmol), triphenylphosphine(110 mg, 0.42 mmol), and CuI (50 mg, 0.26 mmol). The reaction mixture was stirred at 60 C for 5 h. After cooling, the mixture wasfiltered with celite and the filtrate diluted with dichloromethane,washed with H2O (3 x 40 mL) and dried over MgSO4. After evaporation,the crude product was purified by silica gel chromatography(CH2Cl2).

As the paragraph descriping shows that 49679-45-0 is playing an increasingly important role.

Reference£º
Article; Hajri, Majdi; Esteve, Marie-Anne; Khoumeri, Omar; Abderrahim, Raoudha; Terme, Thierry; Montana, Marc; Vanelle, Patrice; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 959 – 966;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.879-65-2,2-Quinoxalinecarboxylic acid,as a common compound, the synthetic route is as follows.

879-65-2, [1499] to a solution of quinoxaline-2-carboxylic acid (6 g, 34.45 mmol) in MeOH (80 ml) was added con. H2SO4 (675.8 mg, 6.89 mmol) dropwise, then the mixture was stirred at 65 C for 10 hours. After cooling to room temperature, the mixture was neutralized with a sat. NaHCO3 and extracted with DCM (60 ml x 3). The organic phases were combined, dried with anhydrous Na2SO4, and evaporated to afford compound 356a (5.80 g, yield: 89.47%) as a brown solid. The crude product was used directly in the next step without further purification. 1H NMR (CDCl3, 400 mhz) delta 9.56 (s, 1h), 8.31 (d, j = 7.6 hz, 1h), 8.20 (d, j = 8.0 hz, 1h), 7.97 – 7.84 (m, 2h), 4.13 (s, 3h).

The synthetic route of 879-65-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
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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

Preparation 3 Quinoxaline-6-carbonyl chloride A suspension of quinoxaline-6-carboxylic acid (1.8 g, 10.3 mmole) (Chem. Ber. 1953, 86, 1295) in SOCl2 (30 ml) was stirred at 80 C. for 3 h. The resulting yellow solution was concentrated by distillation, and the residue treated with toluene and concentrated to dryness in vacuo giving a pale beige solid (2.0 g, quant.). m/z [ESMS]: 203 [M+EtOH-Cl]+., 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; Gaster, Laramie Mary; Harling, John David; US2003/149277; (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.879-65-2,2-Quinoxalinecarboxylic acid,as a common compound, the synthetic route is as follows.

To a suspension of the quinoxaline-2-carboxylate (542 mg, 3.13 mmol) in methanol (20 ml) is added 28% aqueous ammonia (1.5 ml), and the mixture is refluxed for 3 hours. Water is added to the residue obtained by distilling off solvent under reduced pressure and the precipitate is collected by filtration. After air-drying, these are dissolved into ethyl acetate, which is dried over anhydrous sodium sulfate. Solvent is removed by distillation, and the residue is decanted with isopropyl ether and air-dried to give the title compound (369 mg; yield 76%)., 879-65-2

The synthetic route of 879-65-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRUM THERAPEUTICS PTY. LTD.; WO2006/110477; (2006); A2;,
Quinoxaline – Wikipedia
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6925-00-4,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.

To a solution of Compound 1 (3 g, 17.2 mmol) in DCM (80 mL) were added N,Odimethyihydroxylamine hydrochloride (2.0 g, 20.7 mmol), EDCI (4.0 g, 20.7 mmol), HOBt (2.3 g, 17.2 mmol) and DIEA (3.7 mL, 20.7 mmol). The resulting solution was stirred at room temperature (RT) overnight. The residue was treated with water and extracted with DCM. The organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give a crude oil. The crude product was purified by silica gel chromatography to afford Compound2 (2.3 g, 61.5 %).

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

Reference£º
Patent; FORGE LIFE SCIENCE, LLC; REMISZEWSKI, Stacy; KOYUNCU, Emre; SUN, Qun; CHIANG, Lillian; (98 pag.)WO2016/77232; (2016); A2;,
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