Heterocyclic Building Blocks-quinoxaline

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.

6-Bromo quinoxaline (2.0 g, 9.5 mmol) in toluene (20 ml.) was degassed for 30 min. To this solution, 1-ethoxy vinyl tributyltin (3.8 g, 10.5 mmol) and bis(triphenylphosphine)palladium dichloride (0.67 g, 0.95 mmol) were added at rt and stirred for 16 hours at 90 C. The reaction mixture was cooled to rt and filtered through celite. After evaporation of the solvent, 6 N HCl solution in water (20 ml.) was added and the mixture was stirred for 1 hour at rt. It was concentrated and neutralized with sat. NaHCO3. The desired product was extracted with DCM (100 mL,), dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography to afford the title compound (brown solid). 1H NMR (400 MHz, DMSO-d6): delta 9.06-9.04 (m, 2H), 8.70 (d, J=2.4 Hz, 1H), 8.28 (t, J = 2.8 Hz, 1H), 8.16 (d, J = 11.6 Hz, 1H), 2.97 (s, 3H). LCMS: (Method A) 173 (M+H), Rt. 2.25 min, 99.06% (Max)., 50998-17-9

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

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

Preparation 19: 2-methyl-3-F4- (PHenVLmethVL) piperazin-1-ylLQUINOXALINE 2-Chloro-3-methylquinoxaline (1.0 g, 5.6 MMOL) and N-benzylpiperazine (2.9 ML, 16.8 MMOL) were mixed and heated to 125 C for 18 h. Saturated aqueous sodium hydrogen carbonate was added and the product was extracted with chloroform. The combined organic extracts were dried (NA2SO4) and concentrated in vacuo to give a dark red oil. The crude product was purified by flash chromatography using silica gel eluting with methanol : dichloromethane (15: 85) to give the pure product as a red oil which solidified upon standing (1.63 g, 94%)., 32601-86-8

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

Reference£º
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/72086; (2004); A2;,
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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

0270] 5 mL of DMF was added to a solution of quinoxaline-6-carboxylic acid (60 g, 0.34 mol) in SOCl2 (300 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-6-carbonyl chloride (62 g, 94 %).

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

Reference£º
Patent; NEUPHARMA, INC.; QIAN, Xiangping; ZHU, Yong-liang; WO2013/40515; (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.6344-72-5,6-Methylquinoxaline,as a common compound, the synthetic route is as follows.

6344-72-5, 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%).

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

Reference£º
Patent; Tokyo Institute of Technology; Kyoto University; EP2123637; (2009); A1;,
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91-19-0,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.

General procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or 1H NMR spectroscopy. After the desired time, the resulting reaction mixture was allowed to cool to room temperature and the solvent was removed under reduced pressure. The mixture was diluted with a saturated solution of sodium carbonate (10mL) and the mixture was extracted with ethyl acetate (2¡Á25mL). Combined organic layers were washed with water, dried over Na2SO4 and concentrated. The crude was purified appropriate method described in below.

91-19-0 Quinoxaline 7045, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Ucar, Sefa; E?siz, Selcuk; Da?tan, Arif; Tetrahedron; vol. 73; 12; (2017); p. 1618 – 1632;,
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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, Example 3 Preparation of a Solid Sample of 6-bromomethyl-quinoxaline In a 100 ml flask, 6-methyl-quinoxaline (2.5 g, 17.4 mmol) was dissolved together with N-bromosuccinimide (4.63 g, 19 mmol) and benzoyl peroxide (0.3 g, 1.24 mmol) in 70 g of 1,2-dichloroethane. The solution was refluxed for 150 minutes and analyzed. The concentrations of the reactants and some of their molar ratios are shown below: The solution was cooled in the freezer overnight and the solid residue was separated by filtration. The solid was washed with pentane and the washings were combined with the liquid fraction. The clear reddish solution was then vacuum dried to give an orange solid that was used in the preparation of 6-hydroxymethyl-quinoxaline.

6344-72-5 6-Methylquinoxaline 242567, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Air Products and Chemicals, Inc.; US6548670; (2003); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25983-13-5,6,7-Dichloroquinoxaline-2,3(1H,4H)-dione,as a common compound, the synthetic route is as follows.

Example 29 Preparation of 1-amino-6,7-dichloro-1,4-dihydro-2,3-quinoxalinedione The procedure of Wallace, R. G., Org. Prep. Proc. Int. 14:269 (1982) was adapted. To a stirred suspension of 6,7-dichloro-1,4-dihydro-2,3-quinoxalinedione (189 mg, 0.82 mMol) in distilled water (15 mL) at 60 C. was added NaOH (335 mg, 8.37 mMol). After 30 min. the resulting solution was treated portionwise over 10 min. with hydroxylamino-o-sulphonic acid (111 mg, 0.98 mMol, Aldrich). Reaction was carried out at 60 C. A white precipitate came out after 10 min. The mixture was stirred at 25 C. for 8 h, it was collected by filtration at 50 C., affording 180 mg (90%) of crude 1-amino-6,7-dichloro-1,4-dihydro-2,3-quinoxalinedione, as a white amorphous solid (ratio of starting material to product=10:90 by 1 H, NMR, D2 O). Yield is 81%., 25983-13-5

25983-13-5 6,7-Dichloroquinoxaline-2,3(1H,4H)-dione 1845, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; The State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
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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: Two drops of glacial acetic acid as a catalyst were added to themixtures of thiosemicarbazides (0.5 mmol) and di(2-pyridyl) ketone,2-pyridinecarboxaldehyde, 2-quinolinecarboxaldehyde, 8-hydroxy-2-quinolinecarboxaldehyde or 2-quinoxalinecarbaldehyde (0.5 mmol) in ethanol (5 ml). The glasstubes were sealed and placed into a microwave reactor at 83 C for20 min (the reactor power did not exceed 50W). The final productswere crystallized from dry methanol., 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; Mrozek-Wilczkiewicz, Anna; Malarz, Katarzyna; Rejmund, Marta; Polanski, Jaroslaw; Musiol, Robert; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 180 – 194;,
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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.

5.114 QUINOXALINE-2-CARBOXYLIC ACID [2-(2,6-DIOXOPIPERIDIN-3-YL)-1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOL-4-YLMETHYL]AMIDE A mixture of 2-quinoxalinecarboxylic acid (0.35 g, 2.0 mmol) and CDI (0.39 g, 2.4 mmol) in DMF (25 mL) was stirred at ambient temperature under nitrogen for 90 minutes. 4-Aminomethyl-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione hydrochloride (0.65 g, 2.0 mmol) and triethylamine (0.61 g, 6.0 mmol) were added, and the mixture was allowed to stir for 16 hours. The mixture was poured into water, resulting in precipitation of the product, which was filtered, washed with additional water (40 mL) and dried, providing 0.61 g, in 69% yield: mp >260 C.; 1H NMR (DMSO-d6) delta 2.07-2.12 (m, 1H), 2.56-2.65 (m, 2H), 2.85-2.98 (m, 1H), 5.05 (d, J=6.3 Hz, 2H), 5.19 (dd, J=12.6 Hz, d=5.4 Hz, 1H), 7.78-7.83 (m, 3H), 7.98-8.04 (m, 2H), 8.19-8.24 (m, 2H), 9.50 (s, 1H), 9.76 (t, J=6.3 Hz, 1H), 11.16 (s, 1H); 13C NMR (DMSO-d6) delta 22.0, 30.9, 38.4, 48.9, 121.9, 127.2, 129.1, 129.4, 131.3, 131.6, 132.0, 133.1, 134.8, 138.7, 139.8, 143.0, 143.8, 144.1, 163.7, 167.0, 167.6, 169.8, 172.8; Anal. calcd for C23H17N5O5.0.5H2O: C, 61.06; H, 4.01; N, 15.47. Found: C, 61.19; H, 3.95; N, 15.37., 879-65-2

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

Reference£º
Patent; Muller, George W.; Chen, Roger Shen-Chu; Man, Hon-Wah; Ruchelman, Alexander L.; US2007/49618; (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.39267-04-4,2,3-Dichloro-6-methoxyquinoxaline,as a common compound, the synthetic route is as follows.

Example B 2,3-Dicyano-6-methoxyquinoxaline A mixture of 31.1 g of 2,3-dichloro-6-methoxyquinoxaline, 14.7 g of sodium cyanide and 2.79 g of benzyltrimethylammonium chloride is stirred in 210 ml of DMSO at room temperature for 48 hours. With intensive stirring the reaction mixture is poured onto 520 ml of ice-water, stirred for an hour, and filtered with suction, and the solid product is washed with water. Drying at 40 C. gives 23.8 g (83% of theory) of pale gray crystals with the following formula MS (m/e): 211 [M+H]+, 233 [M+Na]+ H NMR (DMSO): 8.21 (d, 1H), 7.83 (dd, 1H), 7.68 (d, 1H), 4.02 (s, 3H), 39267-04-4

The synthetic route of 39267-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Heckmann, Heino; Metz, Hans Joachim; US2007/264600; (2007); A1;,
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