Day: September 23, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.,49679-45-0

A solution of ethyl 3-chloroquinoxaline-2-carboxylate (500 mg, 2.12 mmol) in morpholine (5 mL was stirred for 1 hour at 100C. It was diluted with water, extracted with EA (x3), washed with brine (x2). The organic layer was dried and concentrated to give 450 mg (crude) of desired compound as yellow oil, which was used directly in the next step without further purification. ESI MS m/z = 287.5 [M+H]+.

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

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; LIN, Kai; RHODIN, Michael, H.J.; McALLISTER, Nicole, V.; OR, Yat, Sun; (447 pag.)WO2019/67864; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.83570-42-7,1-(Quinoxalin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

83570-42-7, To a stirred solution of 1-(quinoxalin-6-yl)ethan-1 -one (0.8 g,4.65mmol) in dry MeOH (20 mL), sodium borohydride (0.36 g, 9.3 mmol ) was added portion wise at 0 C and the resulting mixture was stirred for 1 h. It was then concentrated, diluted with DCM (80 mL), washed with water (20 mL), dried over Na2SO4 and concentrated. The crude product was taken for next step without further purification. Yield: 75% (600 mg, dark brown liquid). 1H NMR (400 MHz, DMSO-d6): delta 8.91 -8.89 (m, 2H), 8.03 (t, J = 11.6 Hz, 2H), 7.87-7.86 (m, 1 H), 5.49 (d, J = 5.9 Hz, 1 H), 4.97 (t, J = 6.2 Hz, 1 H), 1.42 (d, J = 8.6 Hz, 3H). LCMS: (Method A) 175.0 (M+H), Rt. 1.89 min, 95.0% (Max).

The synthetic route of 83570-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; (247 pag.)WO2017/144639; (2017); A1;,
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879-65-2, 2-Quinoxalinecarboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,879-65-2

In a round bottomed flask, thionyl chloride (8.5 mL, 117 mmol) was added to methanol (60 mL) and the resulting solution was cooled to 0 C. Quinoxaline-2-carboxylic acid 1 (5 g, 28.7 mmol) was then added by small portions over 5 min. At the end of the addition, the mixture was returned to ambient temperature and stirred overnight. The progress of the reaction could be followed by TLC (dichloromethane/methanol: 25/1). At the end of the reaction, the solvent and excessthionyl chloride were evaporated under reduced pressure and the crude residue was neutralized with Na2CO3 (saturated solution, 30 mL). The product was extracted with dichloromethane (520 mL). The combined organic layers were washed with brine and dried over MgSO4. After filtration, the solvent was evaporated to dryness. The methyl ester 2 was obtained as a brown powder.

As the paragraph descriping shows that 879-65-2 is playing an increasingly important role.

Reference£º
Article; Maj, Anna M.; Heyte, Svetlana; Araque, Marcia; Dumeignil, Franck; Paul, Sebastien; Suisse, Isabelle; Agbossou-Niedercorn, Francine; Tetrahedron; vol. 72; 10; (2016); p. 1375 – 1380;,
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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

[0269] A 20 mL vial was charged with picolinic acid (244 mg, 1.981 mmol), quinoxalin-6- amine (250 mg, 1.722 mmol), HATU (851 mg, 2.239 mmol), DMF (6 mL) and Et3N (0.720 mL, 5.17 mmol). The reaction mixture was stirred at 70C for 3 hours, then water was added and a precipitate was formed. The precipitate was isolated by filtration, washed with water, and dried under vacuum overnight to give the title compound. NMR (400 MHz, CD.iCN) delta ppm 7.65 (ddd,.7=7.64, 4.74, 1.26 Hz, 1H), 8.05 (td, J=7.71, 1.77 Hz, 1H), 8,08 – 8.12 (m, 1H), 8.15 – 8.20 (m, 1H), 8.29 (dt,,7=7,83, 1.01Hz, 1H), 8,69 (d, J=2.27 Hz, 1H), 8.74 (d, J=4.84 Hz, 1

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13708-12-8,5-Methylquinoxaline,as a common compound, the synthetic route is as follows.

Reference Example 74 2-[N-(3-Cyanophenyl)-N-(5-quinoxalinylmethyl)amino]-N-[4-(1-trifluoroacetylpiperidin-4-yl)phenyl]acetamide 5-Methylquinoxaline (710 mg) and 920 mg of N-bromosuccinimide were dissolved in 8 ml of carbon tetrachloride, 50 mg of 2,2′-azobis(isobutyronitrile) was added to the solution, and the mixture was heated under reflux under an argon atmosphere for 5 hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was dissolved in 8 ml of isopropanol. To the solution were added 0.60 ml of N-ethyldiisopropylamine, 418 mg of sodium iodide and 1.0 g of 2-(3-cyanophenylamino)-N-[4-(1-trifluoroacetylpiperidin-4-yl)phenyl]acetamide, and the mixture was heated under reflux for 45 hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate-hexane) to give 560 mg of 2-[N-(3-cyanophenyl)-N-(5-quinoxalinylmethyl)amino]-N-[4-(1-trifluoroacetylpiperidin-4-yl)phenyl]acetamide. 1H-NMR(CDCl3) delta ppm: 1.56-1.72 (2H, m), 1.85-2.00 (2H, m), 2.70-2.93 (2H, m), 3.16-3.30 (1H, m), 4.05-4.17 (1H, m), 4.21 (2H, s), 4.60-4.72 (1H, m), 5.33 (2H, s), 7.00-7.19 (5H, m), 7.23-7.38 (3H, m), 7.53-7.61 (1H, m), 7.70-7.80 (1H, m), 8.05-8.26 (2H, m), 8.80-8.94 (2H, m)

13708-12-8, The synthetic route of 13708-12-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kissei Pharmaceutical Co., Ltd.; EP1020434; (2000); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34117-90-3,3-Chloroquinoxalin-2-amine,as a common compound, the synthetic route is as follows.

tBuLi (2.0 mL, 3.28 mmol, 1.64 M in pentane) was added dropwise to a solution of diphenylphosphane (0.56 mL, 3.22 mmol) in Et2O (10 mL) at 70C. After stirring for 15 min at 30C the yellow suspension was cooled again, and a solution of 2a (578 mg, 3.22 mmol) in Et2O (10 mL) was added slowly at 70C (rapid addition leads to a brown side product) and stirred for 1 h. Then the mixture was allowed to warm to room temperature and stirred overnight. 31P NMR monitoring displayed signals for 3a and Ph2PH in an intensity ratio of 17:83%. The mixture was cooled to 80C, and a second equivalent of cold tBuLi in pentane (2.0 mL) was added. The mixture was allowed to warm to room temperature (brown colour) und stirred for 2 d (31P NMR signal ratio of 3a and Ph2PH, 60:40%). The precipitate was filtered off and washed with ether. (The brown colour vanishes on contact with traces of moisture.) After the major part of the solvent was removed in vacuum the product started to crystallize. The mixture was overlayered with hexane and after some hours filtered, washed with hexane/Et2O and dried in vacuum to give 440 mg (42%) orange-yellow crystals. Mp: 158-160C. Single crystals were obtained from warm saturated hexane/Et2O solution. 1H NMR (CDCl3) d: 5.31 (br s, 2H, NH2), 7.29 (superimposed td, 3J = 8, 7, 4J?1.2 Hz, 1H, H-6), 7.25-7.35 (m, 7H, aryl), 7.39-7.46 (m, 4H, aryl), 7.48 (td, 3J = 8,7, 4J?1.2 Hz, 1H, H-7), 7.55 (dd, 3J = 8.3, 4J?1.2 Hz, 1H, H-8), 7.72 (dd, 3J = 8.3, 4J?1.2 Hz, 1H, H-5). 13C{1H} NMR (CDCl3) d: 124.70 (CH-6), 125.60 (CH-8), 128.57 (d, 3J = 7.4 Hz, 4 CH-m), 129.51 (2 CH-p), 129.46, 130.34 (CH-5, CH-7), 133.25 (d, 1J = 5.4 Hz, 2 Cq-i), 134.45 (d, 2J = 19.6 Hz, 4 CH-o), 138.78 (d, 3J = 3.3 Hz, Cq-4a), 141.05 (Cq-8a), 149.24 (d, 1J = 13.0 Hz, PCq-3), 153.60 (d, 2J = 24.3 Hz, NCq-2). 31P{1H} NMR (CDCl3) d: 12.1. UV-VIS (c = 3.4¡Á10-5 mol/L) lambdamax(MeOH)/nm (epsilon/dm3 mol-1 -cm-1): 371 (6730), 306 (3560), 244 (19500), 208 (38400). Anal. Calc. for C20H16N3P (329.33): C, 72.94; H, 4.90; N, 12.76. Found: C, 73.07; H, 4.89; N, 12.87%.

34117-90-3, 34117-90-3 3-Chloroquinoxalin-2-amine 817274, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Adam, Mohamed Shaker S.; Mohamad, Ahmad Desoky; Jones, Peter G.; Kindermann, Markus K.; Heinicke, Joachim W.; Polyhedron; vol. 50; 1; (2013); p. 101 – 111;,
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879-65-2, 2-Quinoxalinecarboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00443] Step A: 5-Bromo-4-fluoro-lH-pyrrolo[2,3-b]pyridin-3-amine (0.160 g, 0.696 mmol, Example 1, Step H), quinoxaline-2-carboxylic acid (0.254 g, 1.46 mmol), BOP-Cl (0.372 g, 1.46 mmol), and triethylamine (0.352 g, 3.48 mmol) were placed in DCM (5 mL) at room temperature and stirred for 15 hours. 3M aqueous LiOH (3 mL) was then added, and the reaction was stirred for 10 minutes. Water (10 mL) and DCM (10 mL) were then added, and the reaction was filtered. The resulting solid was slurried with 10:1 DCM:MeOH and filtered to give solid N- (5-bromo-4-fluoro-lH-pyrrolo[2,3-b]pyridin-3-yl)quinoxaline-2-carboxamide (0.240 g, 89% yield).

879-65-2, 879-65-2 2-Quinoxalinecarboxylic acid 96695, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; ARRAY BIOPHARMA INC.; WO2009/140320; (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.1593-08-4,2-Formylquinoxaline,as a common compound, the synthetic route is as follows.

General procedure: A 25 mL pressure vial was charged with 2-methylquinoline (1a) (71.5 mg, 0.50 mmol, 1.0 equiv.), I2 (317.3 mg, 1.25 mmol, 2.5 equiv.) and DMSO (3.0 mL). The vial was sealed and the resulting mixture was stirred at 110 C for 4-6 h under an air atmosphere, after disappearance of the reactant (monitored by TLC), then added benzohydrazide (2a) (81.6 mg, 0.6 mmol, 1.2 equiv.) , K2CO3 (414.0 mg, 3.0 mmol, 6.0 equiv.) at 110 C for another 4-6 h. After the reaction completed, and added 50 mL water to the mixture, then extracted with EtOAc 3 times (3 ¡Á 50 mL). The extract was washed with 10% Na2S2O3 solution (w/w), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was puried by flash column chromatography on silica gel to yield the corresponding product 3aa as a yellow solid (72% yield).

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

Reference£º
Article; Shang, Zhi-Hao; Sun, Ji-Na; Guo, Jiang-Shan; Sun, Yuan-Yuan; Weng, Wei-Zhao; Zhang, Zhen-Xiao; Li, Zeng-Jing; Zhu, Yan-Ping; Tetrahedron; vol. 76; 6; (2020);,
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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., 1593-08-4

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

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

Step 4: Starting material 8-4 (0.15 g, 0.45 mmol) was dissolved in DCM (0.5 mL) and TFA (0.5 mL). The resulting mixture was stirred at room temperature for 2 h. Solvent was removed to give desired compound 8-5. Compound 8-5,3-oxo-3,4-dihydroquinoxaline-2-carboxylic acid (100 mg, 0.52 mmol), HATU (250 mg, 0.66 mmol) and iPr2NEt (0.4 mL, 2.29 mmol) were mixed in DMF (2 mL). The resulting mixture was heated at 85 C. overnight. The mixture was cooled to room temperature and the solvent was removed. The residue was purified by column chromatograph (silica gel, gradient elution with 7 N NH3-methanol/DCM, 1:60, v/v to 7N NH3-methanol/DCM, 1:10, v/v) to give desired product 8-6 (M+1: 402.2).

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; 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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