Category: 6298-37-9

6298-37-9, Quinoxalin-6-amine is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6298-37-9

[0171] To a solution of NaOCH3 (3.35 g, 62.07 mmol, 5.0 eq) in MeOH (60 mL), was added quinoxalin-6-amine (1.8 g, 12.41 mmol, 1.0 eq) and (HCHO)n (558.6 mg, 18.62 mmol, 1.5 eq). The mixture was heated to 50 C overnight. After cooling, NaBH4 (943.5 mg, 24.83 mmol, 2.0 eq) was added portwise, and the mixture was stirred at RT for 2 h. The resulting mixture was concentrated and the residue was dissolved in EtOAc, washed with water (3 times), dried over Na2S04 and concentrated under vacuo. The crude product was purified by chromatograph on silica gel (PE:EA = from 5: 1, to 0: 1, gradient ) to give the product (700 mg, yield: 35.5%); LC/MS: m/z (M++l) = 160.

The synthetic route of 6298-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMARESOURCES (SHANGHAI) CO., LTD.; CHEN, Ping; ZHOU, Ding; SHAO, Shaoping; CAI, Zhen-wei; WO2013/6792; (2013); A1;,
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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

6298-37-9, To a solution of 35C enantiomer 1 (0.0251 g, 0.078 mmol) in THF (1.205 ml) was added 4-nitrophenyl carbonochloridate (0.017 g, 0.082 mmol). The reaction was stirred at rt for 30 min. To this reaction were added quinoxalin-6-amine (0.034 g, 0.235 mmol) and triethylamine (0.033 ml, 0.235 mmol). The reaction was heated at 50 C overnight, then allowed to cool to RT. The reaction was diluted with H20 and EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered and concentrated to give 35D as a brown residue. The crude material was used without further purification.

6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; CHEN, Bin; CHEN, Libing; SHAN, Weifang; WO2014/150646; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.

HATU (0.631 g, 1.66 mmol) was added to a mixture of Intermediate 125 (0.50 g, 1.5 mmol) and quinoxalin-6-amine (0.219 g, 1.51 mmol) in DMF (10 mL) and DIPEA (0.53 mL, 3 mmol) and the reaction mixture was stirred at rt for 16 h. The reaction mixture was partitioned between aq NaHCC -NaCl (30 mL) and EtOAc (2 x 50 mL) and the combined organic components were dried, filtered concentrated and then purified by flash silica chromatography: (40g SiC , eluted with solv A = Hexane / solv B = EtOAc, gradient from 0 – 70%B, hold at 70%B) to yield the title compound (790 mg) as light yellow solid. LC-MS retention time = 1.15 min; m/z = 459.1 [M+H]+. (Column: Waters Aquit BEH C18 2.1 X 50 mm 1.7U. Solvent A = 100% Water: 0.05% TFA. Solvent B = 100% Acetonitrile: 0.05% TFA. Flow Rate = 0.8 mL/min. Gradient: 2-98% B. Gradient Time = 1.5 min. Wavelength = 220)., 6298-37-9

The synthetic route of 6298-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VIIV HEALTHCARE (No.5) LIMITED; BENDER, John A.; LOPEZ, Omar D.; NGUYEN, Van N.; YANG, Zhong; WANG, Alan Xiangdong; WANG, Gan; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; THANGATHIRUPATHY, Srinivasan; (350 pag.)WO2016/172425; (2016); A1;,
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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

6298-37-9, To a solution of compound D or E (1 mmol) in dichloromethane (10 ml) at 0 C. under atmosphere of nitrogen are added triethylamine (0.55 ml, 2 mmol) and slowly the acid chloride in solution in dichloromethane (5 ml). The reaction mixture is stirred at room temperature for 2 h. The reaction is hydrolyzed with water and then extracted with dichloromethane. The organic phase is dried on anhydrous MgSO4 and then concentrated under vacuum. The products are purified on a silica column in a mixture of cyclohexane and ethyl acetate in a proportion of 8:2.Yield: 70%1H NMR (300 MHz, CDCl3) delta ppm: 0.88 (t, J=6.9 Hz, 3H); 1.25 (m, 18H); 1.68 (m, 6H); 2.45 (t, J=7.5 Hz, 2H); 7.58 (s, 1H); 8.04 (m, 2H); 8.27 (s, 1H); 8.74 (d, J=1.5 Hz, 1H); 8.79 (d, J=1.5 Hz, 1H).13C NMR (50 MHz, CDCl3) delta ppm: 14.1, 22.7, 25.5, 29.4, 29.5, 29.6, 31.9, 37.9, 116.8, 124.0, 130.1, 139.5, 140.2, 143.7, 145.4, 171.9.ESI-MS m/z: 370 ([M+H]+, 100).IR cm-1: 732, 786, 832, 957, 1026, 1217, 1355, 1498, 1542, 1583, 1619, 1671, 1749, 2851, 2921, 3054, 3304

6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE(CNRS); US2011/118270; (2011); A1;,
Quinoxaline – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.

6298-37-9, General procedure: To a solution of S7 (502.3 mg, 1.4 mmol) in THF (10 mL) containing 10 muL DMF was added oxalylchloride (360.0 muL, 0.3 mmol) at room temperature. The solution was stirred for 2 h andconcentrated. The resulting acid chloride S8 (37.0 mg, 0.1 mmol) was reacted with thecorresponding amine (0.2 mmol) and N,N-Diisopropylethylamine (52.3 muL, 0.3 mmol) overnight.The solution was extracted with ethyl acetate (3 mL), washed with citric acid solution, saturatedNaHCO3, and concentrated. The residue was then purified by preparative TLC.

6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Lee, Hsin-Yu; Suciu, Radu M.; Horning, Benjamin D.; Vinogradova, Ekaterina V.; Ulanovskaya, Olesya A.; Cravatt, Benjamin F.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 16; (2018); p. 2682 – 2687;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.

6298-37-9, The first organolithium R3Li (2.5 mmol) is added slowly to a solution of compound D (1 mmol) in anhydrous THF at -78 C. under inert atmosphere of nitrogen. The solution becomes reddish-black. The mixture is stirred at -78 C. for 2.5 h. The mixture is placed at 0 C. and the second organolithium R4Li (2 mmol) is immediately added slowly. The mixture is stirred at 0 C. for 2 h. The reaction is hydrolyzed by a saturated aqueous NH4Cl solution and extracted with ethyl acetate. The organic phase is washed with water saturated with NaCl, dried on anhydrous MgSO4 and concentrated under reduced pressure. The residue obtained is dissolved in CHCl3 (20 ml) and then MnO2 (5 mmol, 430 mg) is added and the mixture carried at reflux for 4 h. The reaction is hydrolyzed and then filtered on celite. The organic phase is dried on anhydrous MgSO4 and concentrated under vacuum. The products are purified on a silica column in a mixture of cyclohexane and ethyl acetate in a proportion of 5:5.Yield: 30%1H NMR (300 MHz, CDCl3) delta ppm: 0.96 (m, 6H); 1.31-1.32 (m, 8H); 1.40-1.52 (m, 2H); 1.68-1.79 (m, 2H); 2.9 (m, 4H); 4.10 (s, 2H); 7.05 (m, 2H); 7.74 (d, J=9.6 Hz, 1H).13C NMR (75 MHz, CDCl3) delta ppm: 13.9, 14.0, 22.5, 29.1, 29.2, 29.3, 29.4, 31.6, 35.1, 35.4, 108.0, 120.5, 129.3, 135.8, 142.5, 146.9, 152.6, 156.6.ESI-MS m/z: 286 ([M+H]+, 40).IR cm-1: 725, 830, 855, 930, 960, 1080, 1135, 1235, 1340, 1465, 1500, 1620, 2925, 2855, 2955, 3215, 3335.

The synthetic route of 6298-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE(CNRS); US2011/118270; (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.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.

6298-37-9, To a solution of 8-methyl-2-phenylquinoline-3-carboxaldehyde (80 mg, 0.32 mmol) in THF (5 mL) was added di-w-butyltin dichloride (10 mg, 0.032 mmol), phenylsilane (70 mg, 0.64 mmol) and 6-aminoquinoxaline (46 mg, 0.32 mmol). The mixture was heated in a microwave at 1000C for 3 h. Purification by preparative HPLC {Method 2) gave the title compound as an off-white solid (45 mg, 37%). deltaH (CDCl3) 8.61 (d, J2.1 Hz, IH), 8.51 (d, J 1.9 Hz, IH), 8.24 (s, IH), 7.84 (d, J9.0 Hz, IH), 7.71-7.76 (m, IH), 7.61-7.66 (m, IH), 7.40-7.58 (m, 6H), 7.10 (dd, J9.2, 2.6 Hz, IH), 6.88 (d, J2.6 Hz, IH), 4.64-4.69 (m, 2H), 4.52-4.60 (m, IH), 2.82 (s, 3H). LCMS (ES+) 377.2 (M+H)+, RT 4.23 minutes {Method 4).

6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; UCB PHARMA S.A.; WO2009/81105; (2009); A2;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

6298-37-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.

A mixture of tert-butyl (4-nitrophenyl) butane-1,4-diyldicarbamate (3) (550 mg,1.55 mmol), quinoxalin-6-amine (339 mg,2.33 mmol), DMF (6.6 mL), and Et3N (0.43 mL, 3.11 mmol) in a 20 mL microwave vial washeated in a Biotage microwave at normal absorption for 2.75 h at 80 C. Solvent was removed invacuo. The crude product was purified on a silica cartridge (40 g) with a CombiflashCompanion, eluting at 35 mL/min with a gradient running from 100% DCM to 100 % EtOAcover 55 min to afford the free base tert-butyl (4-(3-(quinoxalin-6-yl)ureido)butyl)carbamate (334mg, 0.890 mmol, 60 % yield) LCMS (ES)+ [M+H]+ = 360.2 (0.78 min).

The synthetic route of 6298-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Boehm, Jeffrey; Davis, Roderick; Murar, Claudia E.; Li, Tindy; McCleland, Brent; Dong, Shuping; Yan, Hongxing; Kerns, Jeffrey; Moody, Christopher J.; Wilson, Anthony J.; Graves, Alan P.; Mentzer, Mary; Qi, Hongwei; Yonchuk, John; Kou, Jen-Pyng; Foley, Joseph; Sanchez, Yolanda; Podolin, Patricia L.; Bolognese, Brian; Booth-Genthe, Catherine; Galop, Marc; Wolfe, Lawrence; Carr, Robin; Callahan, James F.; Bioorganic and Medicinal Chemistry; vol. 27; 4; (2019); p. 579 – 588;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.

6298-37-9, [0143] 5-Chloro-2-methoxybenzoic acid (162.0 mg, 0.868 mmol) was dissolved in DCM (5.0 mL), followed by the addition of catalytic amount of DMF (10 .iL) and oxalyl chloride (0.09 mL, 1.042 mmol) respectively. The reaction was allowed to stir at rt for 30 mm, concentrated in vacuo. The residue was re-dissolved in TIIF (5.0 mL), 2,6-lutidine (0.1 mL, 0.868 mmol) and quinoxalin-6-amine (100.0 mg, 0.689 mmol) were added. The mixture was stirred at rt for 18 hours before silica gel was added to quench the reaction. Solvent was evaporated and the resulting residue was purified via silica gel column chromatography to give 5-chloro-2-methoxy- N-(quinoxalin-6-yl)benzamide (85.0 mg, 39% yield). This compound (35.5 mg, 0.113 mmol) was then mixed with pyridinium chloride (360.0 mg). The mixture was heated to 200 C, stirred for 5 minutes and cooled down to rt. The resulting solid was suspended in water and extracted with EtOAc. The organic phase was separated and evaporated. The resulting residue was purified via preparative TLC to yield 5-chloro-2-hydroxy-N-(quinoxalin-6-yl)benzamide 22(10.6 mg, 31% yield). ?H NIvIR (300 MHz, Acetone-d6) 6 8.89 (dd, J= 14.9, 1.8 Hz, 2H), 8.72 (d, J 2.4 Hz, 1H), 8.26 – 8.07 (m, 3H), 7.10 (d, J = 8.8 Hz, 1H). MS (ESI) exact mass calculated for [M+H] (C15H1 1C1N302) requires mlz 300.1, found mlz 299.8

6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; JIN, Shengkan; AUGERI, David, J.; KIMBALL, David, S.; LIU, Peng; TAO, Hanlin; ZENG, Xiangang; (82 pag.)WO2016/81599; (2016); A1;,
Quinoxaline – Wikipedia
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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,6298-37-9

General procedure: To a solution of 6-aminoquinoxaline derivative 4a-m (1 equiv), K2CO3(2 equiv), and n-Bu4NI (0.2 equiv) in anhydrous DMF (2 mL/mmol of 4a-m) under inert atmosphere was added propargyl bromide (80% in toluene, 1.5 equiv) or 3-phenyl-propargyl bromide9 (1.5 equiv) and heated at 70 C for 24 h. The mixture was diluted with water, extracted with EtOAc, washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel flashchromatography (CH2Cl2-EtOAc, 90:10 to 80:20) to afford monopropargyl derivatives 5a-m as brownish yellow solids.

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

Reference£º
Article; Vallerotto, Sara; Douaron, Gael Le; Bernadat, Guillaume; Ferrie, Laurent; Figadere, Bruno; Synthesis; vol. 48; 19; (2016); p. 3232 – 3240;,
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