Heterocyclic Building Blocks-quinoxaline

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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25594-62-1,2-Acetylquinoxaline,as a common compound, the synthetic route is as follows.

Scheme A14 l-(quinoxalin-2-yl)ethanone (1.13 g, 6.56 mmol) and N,N-dimethylacetamide dimethylacetal (1.173 ml, 7.22 mmol) were combined and heated to 100 C for 3h. The mixture was cooled to r.t. 1H NMR indicated that the material was sufficiently pure to carry onto the next step without further purification (1.49g, 94% yield). 3-(dimethylamino)-l-(quinoxalin-2-yl)but- 2-en-l-one (791 mg, 3.28 mmol) and methylhydrazine (0.174 ml, 3.28 mmol) were combined in acetic acid (6 ml) and stirred at 55 C until the reaction was judged to be complete by LCMS. The acetic acid was removed and the material was taken up in DCM and washed with saturated NaHC03 solution. The organic extracts were dried over Na2S04, filtered, and concentrated. 1H NMR (500 MHz, CDC13) delta 9.14 (1H, s), 8.13-8.1 1 (2H, m), 7.83-7.77 (2H, m), 6.72 (1H, s), 4.37 (3H, s), 2.39 (3H, s). MS m/z = 225.3.

25594-62-1, As the paragraph descriping shows that 25594-62-1 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ANAND, Rajan; COLANDREA, Vincent, J.; REITER, Maud; VACHAL, Petr; ZWICKER, Aaron; WILSON, Jonathan, E.; ZHANG, Fengqi; ZHAO, Kake; WO2013/28382; (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.32601-86-8,2-Chloro-3-methylquinoxaline,as a common compound, the synthetic route is as follows.

In a sealed tube and under an argon atmosphere were addedsuccessively, 2-chloro-3-methylquinoxaline (0.5 mmol), hydrazone3a (0.75 mmol) PdCl2(CH3CN)2 (10 mol%), [(tBu)2MePH]BF4 (20 mol%) in dry dioxane (4 mL) and the mixture was stirred for 5 min at rt.Then dry LiOtBu (1.8 mmol) was added and the mixture was stirredat 100 C for 3 h. The resulting suspension was cooled to roomtemperature, filtered through a pad of Celite eluting with ethylacetate and the inorganic salts were removed. The filtrate wasconcentrated and the crude was purified by silica gel columnchromatography.Beige solid, F 102.2-102.9 C. 1H NMR (300 MHz, CDCl3) delta 8.14(d, J 9.6 Hz, 1H), 8.05 (d, J 9.6 Hz, 1H), 7.84-7.62 (m, 2H), 7.20 (d,J 8.9 Hz, 2H), 6.85 (d, J 8.9 Hz, 2H), 5.93 (s, 1H), 5.46 (s, 1H), 3.80(s, 3H), 2.49 (s, 3H). 13C NMR (75 MHz, CDCl3) delta 159.9, 155.7, 153.5,147.1, 141.8, 136.6, 131.1, 129.9, 129.5, 129.3, 128.5, 127.8 (2), 116.2,114.2 (2), 55.4, 23.5. IR (neat) upsilonmax/cm-1: 2929, 2836, 1606, 1511,1440, 1248. HRMS calcd for C19H17N2O [M+H]+ 277.1341, obsd.277.1336., 32601-86-8

32601-86-8 2-Chloro-3-methylquinoxaline 236276, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Khelifi, Ilhem; Naret, Timothee; Renko, Dolor; Hamze, Abdallah; Bernadat, Guillaume; Bignon, Jerome; Lenoir, Christine; Dubois, Joelle; Brion, Jean-Daniel; Provot, Olivier; Alami, Mouad; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 1025 – 1034;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.91-19-0,Quinoxaline,as a common compound, the synthetic route is as follows.

91-19-0, General procedure: Heterocycle (0.10mmol,1equiv)ammonium persulfate (0.30 mmol, 3 equiv), Cs2CO3(0.20mmol,2 equiv)were placed in a dry glass tube.Then, anhydrous DMSO1 mL) and2,2-diethoxyacetic acid (0.7mmol7equiv), wereinjected into the tube by syringe under a N2atmosphere.The solution was then stirred at roomtemperature under the irradiation of 15W blueLEDs strip for 24h.After completion of the reaction,the mixture was quenched by addition of1.2mL of 3.0 M HCl, stirred for 20hthen saturated Na2CO3solution was added to adjust pH tobasicextract with CH2Cl2,the combined organic layers was washed with brine, then dry overanhydrous Na2SO4. The desired products were obtained in thecorresponding yields afterpurification by flashchromatography on silica gel eluting with petroleum and ethylacetate.

The synthetic route of 91-19-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jia, Wei; Jian, Yong; Huang, Binbin; Yang, Chao; Xia, Wujiong; Synlett; vol. 29; 14; (2018); p. 1881 – 1886;,
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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.

6344-72-5, 6-Bromomethylquinoxaline (1) (De Selms, R. C.; Greaves, R. J., Scheigh, W. R. J. Het. Chem. 1974, 11, 595); Bromomethylquinoxaline is unstable and decomposes when stored for long time. It should be used up within a day or two of its preparation. To a clear solution of 6-methylquinoxaline (60 g, 0.416 mol) in 550 mL of CCl4 was added in one portion solid NBS (Aldrich, 81.5 g, 0.458 mol, 1.1 eq) and AlBN (Aldrich, 1.6 g, 9.7 mmol, 2.3 mol %). The resulting mixture was heated at reflux for 2 hr and cooled to rt. The precipitate of succinimide was removed by filtration. The filtrate was evaporated on rotary evaporator until solid begins to crystallize out of the solution. Remaining mixture was left at rt for 2 hr, then the crystallized product was filtered off, washed with small amount of hexanes-CCl4 mixture (ca. 20:1) and dried in vacuum. The isolated solid contained just traces of the di-bromo side-product and was used in the following step without further purification. Yield 33.3 g (36%) as colorless crystals.

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

Reference£º
Patent; Wyeth; US2005/282820; (2005); A1;,
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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

The resulting compound (160 mg, 0.439 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (85.6 mg, 0.439 mmol) to afford the desired title compound (78.3 mg, yield 38%) as a yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.87 (1H, brs), 9.67 (1H, brs), 8.16 (1H, d, J=2.6 Hz), 7.88 (1H, m), 7.76-7.62 (2H, m), 7.40 (1H, d, J=7.0 Hz), 7.39 (1H, d, J=8.6 Hz), 6.95-6.83 (1H, m), 5.19 (1H, m), 4.79 (1H, m), 4.10-3.82 (2H, m), 3.59-3.14 (2H, m), 2.17-1.45 (4H, m), 1.28-1.17 (1H, m), 0.53-0.36 (4H, m). IR (KBr) cm-1: 2960, 1690, 1630, 1530, 1480. MS (ESI, m/z): 466(M+H)+. HRMS (ESI, m/z): 466.1882 (Calcd for C24H25FN5O4: 466.1891).

1204-75-7, 1204-75-7 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid 71001, aquinoxaline compound, is more and more widely used in various fields.

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.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, 1H), 5.49 (d, J = 5.9 Hz, 1H), 4.97 (t, J = 6.2 Hz, 1H), 1.42 (d, J = 8.6 Hz, 3H). LCMS: (Method A) 175.0 (M+H), Rt. 1 .89 min, 95.0% (Max).

83570-42-7 1-(Quinoxalin-6-yl)ethanone 22631249, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
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