Category: 6344-72-5

6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 0C 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 CH2CI2, 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 CH2CI2 provided quinoxaline-6-carbaldehyde (40.0 g, 91 %) as a white solid. 1H NMR (400 MHz, CDCI3) delta ppm 10.25 (s, 1 H) 8.95 (s, 2 H) 8.57 (d, J=1.3 Hz, 1 H) 8.24 (dd, J=8.6, 1.5 Hz, 1 H) 8.20 (d, J=8.6 Hz, 1 H). MS(ES+) m/e 159 [M+H]+., 6344-72-5

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/133381; (2006); A2;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

6344-72-5,6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 292 Synthesis of 6-(bromomethyl)quinoxaline. To a solution of 6-methylquinoxaline (5 g, 34.7 mmol) in DCE (100 mL) was added NBS (7.12 g, 40 mmol) and benzoyl peroxide (840 mg, 3.47 mmol). The reaction mixture was stirred at 85 C. for 16 h under nitrogen. H2O (100 mL) was added, and the mixture was extracted with DCM (150 mL*3). The combine organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo to give the crude product which was purified by silica gel chromatography (PE/EtOAc=1/1) to give 6-(bromomethyl)quinoxaline as a yellow solid. (5.5 g, 71%). ESI-MS [M+H]+: 224.1.

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

Reference£º
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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.

a. 6-Methyl-1,2,3,4-tetrahydroquinoxaline. To a solution of 6-methylquinoxaline (2 g, 13.87 mmol) and nickel (II) chloride hexahydrate (6.6 g, 27.74 mmol) in anhydrous methanol (70 mL) was added in portions, sodium borohydride (10.5 g, 277.43 mmol) while maintaining the temperature between 0 C. and 5 C. The reaction mixture was stirred at 0 C. for 20 minutes and at room temperature for 4 hours. Removal of the solvent under reduced pressure was ensued by acidification of the residue with 2N HCl (600 mL). The mixture was stirred at room temperature for 16 hours and filtered. The green filtrate was made basic (pH 10-11) using concentrated NH4OH (150 mL) and extracted with diethylether (3*200 mL). The ethereal extracts were successively washed with water (2*300 mL), a saturated aqueous solution of NaCl (150 mL), dried over MgSO4 and filtered. Removal of the solvent under reduced pressure gave 6-methyl-1,2,3,4-tetrahydroquinoxaline as a solid (880 mg, 43%). 1H NMR (500 MHz; CDCl3): delta2.17 (s, 3 H), 3.39-3.40 (m, 4 H), 6.41-6.33 (m, 3 H).

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

Reference£º
Patent; Pfahl, Magnus; Tachdjian, Catherine; Al-Shamma, Hussien A.; US2003/83357; (2003); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 0C 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 CH2CI2, 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 CH2CI2 provided quinoxaline-6-carbaldehyde (40.0 g, 91 %) as a white solid. 1H NMR (400 MHz, CDCI3) delta ppm 10.25 (s, 1 H) 8.95 (s, 2 H) 8.57 (d, J=1.3 Hz, 1 H) 8.24 (dd, J=8.6, 1.5 Hz, 1 H) 8.20 (d, J=8.6 Hz, 1 H). MS(ES+) m/e 159 [M+H]+.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/133381; (2006); A2;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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.

Intermediate 17: 6-(bromomethyl)quinoxaline A mixture of 6-methylquinoxaline (300 mg), NBS (370 mg) and benzoyl peroxide (5.04 mg) in carbon tetrachloride (8 ml.) was heated at reflux under an atmosphere of argon for 18 hr. The reaction mixture was cooled to RT, filtered and concentrated under reduced pressure to give a brown oil. The crude product was purified by column chromatography (Biotage SP4, 40+M column, 20-100% EtOAc / isohexane. The fractions containing product were combined and concentrated under reduced pressure to give the title compound (243 mg) as a white solid, m/z [M+H]+: 223.1 / 225.0. Retention time 0.80 min (LC/MS method 3).

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

Reference£º
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/23753; (2011); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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.

A suspension of 3,4-diaminotoluene (50.0 g; 0.409 mol.) and glyoxal (40% aq. soln.; 52.0 mL; 0.450 mol.) in water (150 mL) and CH3CN (20.0 mL) was heated to 60 0C for 1 h. Heating was then discontinued and brine (100 mL) was added. The solution was extracted with EtOAc (3 x 150 mL) and the combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo. Purification via distillation under reduced pressure (1200C, 10 torr) provided 6-methylquinoxaline (48.0 g, 81 %) as a clear, colorless oil. 1 H NMR (400 MHz, CDCl3) delta ppm 2.61 (s, 3 H) 7.61 (dd, J=8.59, 1.77 Hz, 1 H) 7.88 (s, 1 H) 8.00 (d, J=8.59 Hz, 1 H) 8.79 (dd, J=9.85, 1.77 Hz, 2 H) MS(ES+) m/e 145 [M+H]+. A suspension of 6-methylquinoxaline (8.O g; 0.055 mol.) and selenium dioxide (6.77 g; 0.061 mol.) in 1 ,4-dioxane (5.0 mL) was irradiated at 2000C 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 CH2CI2, 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 CH2CI2 provided quinoxaline-6-carbaldehyde (40.0 g, 91%) as a white solid. 1H NMR EPO (400 MHz, CDCI3) delta ppm 10.25 (s, 1 H) 8.95 (s, 2 H) 8.57 (d, J=1.3 Hz, 1 H) 8.24 (dd, J=8.6, 1.5 Hz, 1 H) 8.20 (d, J=8.6 Hz, 1 H). MS(ES+) m/e 159 [M+H]+.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/127458; (2006); A2;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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.

Intermediate 17: 6-(bromomethyl)quinoxaline A mixture of 6-methylquinoxaline (300 mg), NBS (370 mg) and benzoyl peroxide (5.04 mg) in carbon tetrachloride (8 ml.) was heated at reflux under an atmosphere of argon for 18 hr. The reaction mixture was cooled to RT, filtered and concentrated under reduced pressure to give a brown oil. The crude product was purified by column chromatography (Biotage SP4, 40+M column, 20-100% EtOAc / isohexane. The fractions containing product were combined and concentrated under reduced pressure to give the title compound (243 mg) as a white solid, m/z [M+H]+: 223.1 / 225.0. Retention time 0.80 min (LC/MS method 3).

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

Reference£º
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/23753; (2011); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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]+.

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

Reference£º
Patent; Duffy, Kevin J.; Fitch, Duke M.; Norton, Beth A.; US2007/179144; (2007); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Methylquinaxoline (100 g, 0.69 mol) was heated in a sealed tube to 160 0C and was then added selenium dioxide (100 g, 0.90 mol). The sealed tube was then stirred at 160 0C for 3 days, then allowed to cool to room temperature. The contents solidified and were dissolved in dichloromethane. Solids were filtered through a celite/silica gel cake. The cake was washed with dichloromethane and washes were combined and concentrated to give a pinkish solid, which was washed with hexane and then dried under vacuum to give quinoxaline-6- carbaldehyde as a white solid (50.5 g, contained ca. 10% of 6-methylquinaxoline).

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

Reference£º
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 Catalytic Air Dehydrogenation of 6-Hydroxymethyl-methyl-quinoxaline With 5% Pd/C In a 500 ml flask, 6-methyl-quinoxaline (10 g, 69.4 mmol) was dissolved together with N-chlorosuccinimide (14 g, 105.3 mmol) and benzoyl peroxide (0.4 g, 1.65 mmol) in 240 g of acetonitrile. The flask was connected to a reflux-condenser and the solution was refluxed for 6 hours followed by another addition of 0.1 g of benzoyl peroxide. Reflux continued for a total reaction time of 12 hours. The solution was then analyzed showing the formation of 6-chloromethyl-quinoxaline (80% selectivity and 60% conversion according to GC analysis).

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

Reference£º
Patent; Air Products and Chemicals, Inc.; US6559308; (2003); B1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider