Category: quinoxaline

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.

879-65-2, EXAMPLE 3 Preparation of quinoxaline-2-carboxylic acid {2-(3-fluoro-phenyl)-1-[4-(3-hydroxy-3-methyl-butyl)-5-oxo-tetrahydro-furan-2-yl]-ethyl}-amide (IIa1-3) 2-Quinoxaline acid (3.05 g, 1.2 eq) and carbonyl diimidazole (2.72 g, 1.15 eq) were heated in anhydrous THF (30 ml) under nitrogen for 2 h.An aliquot was taken and derivatized quickly with pyrrolidine in acetonitrile (HPLC assay should show complete anhydride formation, on scale, 2-quinoxaline acid will be refluxed in THF first, and atmospherically strip off some THF to ensure complete dryness).The mixture was then cooled, and added via a cannula to the amine (IIIa1-2) (4.5 g, crude oil from example 2) solution [note: no exotherm observed].The reaction was stirred for 1 h at room temperature, and assay showed no starting material left.The reaction was quenched with water (50 ml).The layers were separated, and the organic phase was washed with 10% NaHCO3 (50 ml) once, and concentrated to give an oil under vacuum. The oil was water wet, but directly used in the next step. 9.58 (s, 1H), 8.05-8.18 (m, 3H), 7.85-7.88 (m, 2H), 7.81-7.27 (m, 3H), 4.58-4.65 (m, 1H), 3.02-3.20 (m, 1H), 2.44-2.61 (m, 1H), 2.34-2.38 (m, 1H), 1.95-2.08 (m, 1H), 1.76-1.98 (m, 1H), 1.38-1.61 (m, 6H), 1.15 (s, 6H).

The synthetic route of 879-65-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US2004/19217; (2004); A1;,
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34117-90-3, 3-Chloroquinoxalin-2-amine is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : N2-(pentan-3-yl)quinoxaline-2,3-diamine. A thick-walled microwave bottle equipped with a stirbar was charged with 3-chloroquinoxalin-2-amine (1.0 equiv) and 20 volume equivalents of 3-aminopentane. The bottle was fitted with a septum and cap and heated to 120 0C in a microwave for 30 min. The resulting solution was concentrated in vacuo. Flash chromatography (20% – 60% EtOAc/Hexanes) provided the title compound (78%) as a yellow solid. LCMS m/z (APCI) = 231.1 (M+H).

34117-90-3, As the paragraph descriping shows that 34117-90-3 is playing an increasingly important role.

Reference£º
Patent; CYTOKINETICS, INCORPORATED; WO2008/16669; (2008); A2;,
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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.,50998-17-9

To a solution of 6-bromoquinoxaline (500 mg, 2.39 mmol, 1 eq.) in 1,4-dioxane (10 mL) was added 5-(4,4,5,5-Bis(pinacolato)diboron (729 mg, 2.87 mmol, 1.2 eq.), KOAc (469 mg, 4.78 mmol, 2 eq.), and PdCl2dppf?DCM complex (195 mg, 0.23 mmol, 0.1 eq.). The reaction mixture was deoxygenated with N2 allowed stir at 80 C. for 18 h. The reaction mixture was cooled to RT, diluted with water (50 mL) and extracted with ethyl acetate (2*50 mL). Combined organic layer was washed with brine (20 mL) and dried over sodium sulfate. Removal of solvent under reduced pressure gave crude which was purified by normal phase Combi-flash column chromatography (0-100% EtOAC-Hexane) to afford quinoxalin-6-ylboronic acid (350 mg, 85%) as brown oil.

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

Reference£º
Patent; GiraFpharma LLC; PHAM, Son Minh; CHEN, Jiyun; ANSARI, Amantullah; JADHAVAR, Pradeep S.; PATIL, Varshavekumar S.; KHAN, Farha; RAMACHANDRAN, Sreekanth A.; AGARWAL, Anil Kumar; CHAKRAVARTY, Sarvajit; (120 pag.)US2019/23666; (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.1204-75-7,3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.

The resulting compound (220 mg, 0.580 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (110 mg, 0.580 mmol) to afford the desired title compound (132 mg, yield 45%) as a white solid. 1H-NMR (CDCl3, 400 MHz) delta: 12.57 and 10.15 (1H, brs), 7.98 (1H, d, J=4.6 Hz), 7.65-7.53 (4H, m), 7.37 (1H, brs), 6.99 (2H, d, J=8.6 Hz), 5.07 (1H, t, J=7.3 Hz), 4.72-4.65 (1H, m), 4.03-3.62 (5H, m), 2.36-2.10 (2H, m), 2.02-1.80 (3H, m), 1.12 (3H, d, J=6.8 Hz), 1.11 (3H, d, J=6.8 Hz). IR (ATR) cm-1: 1685, 1630, 1610, 1515, 1445, 1320, 1250. MS (ESI, m/z): 517 (M+H)+. Anal. Calcd for C26H27F3N4O4: C, 60.46; H, 5.27; N, 10.85. Found: C, 60.23; H, 5.23; N, 10.82., 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; Daiichi Sankyo Company, Limited; EP2258697; (2010); 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

H2S04 (0673 ml, 1263 mmol) was added to a solution of quinoxaline-2-carhoxylic acid (1.1 g, 6.32 mmol) in Methanol (20 nil) at 0 O( The reaction mixture was refluxed for 3h. After completion of reaction, methanol was evaporated under reduced pressure and the residue was diluted withdichlorornethane. The organic portion was washed with saturated sodium bicarbonate solution, brine and evaporated under reduced pressure to give methyl quinoxaline-2-carboxylate (1.1 g, 5.85 rnmol,93%)

The synthetic route of 879-65-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PI INDUSTRIES LTD.; SAXENA, Rohit; PANMAND, Deepak Shankar; JENA, Lalit Kumar; SRIVASTAVA, Khushboo; RAJU, Jella Rama; MANJUNATHA, Sulur G; SAMANTA, Jatin; GARG, Ruchi; AUTKAR, Santosh Shridhar; VENKATESHA, Hagalavadi M; GADAKH, Ramdas Balu; KLAUSENER, Alexander G. M.; POSCHARNY, Konstantin; (219 pag.)WO2018/116072; (2018); A1;,
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2379-60-4, 2 3-Dichloro-6-nitroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 3-Chloro-2-hydrazino-6-nitroquinoxaline A mixture of 6.1 g (25 mmol) of 2,3-dichloro-6-nitroquinoxaline and 2.75 g (55 mmol) of hydrazine hydrate in 150 ml of ethanol was stirred at room temperature over night. The precipitate was isolated and washed with water, cold ethanol and ether to give 5.67 g (95%) of crude product., 2379-60-4

The synthetic route of 2379-60-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Novo Nordisk A/S; US5504085; (1996); A;,
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2427-71-6, 6-Chloro-2(1H)-quinoxalinone is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 6-chloroquinoxalin-2(1H)-one (1.0 g, 5.5 mmol) and phosphorus tribromide (PBr3; 3.5 mL, 36.1 mmol) was heated at 120 C. for 4 h. The reaction mass was cooled to RT, diluted with cold H2O and extracted with CH2Cl2. The combined organic extracts were dried over Na2SO4, filtered and concentrated under vacuum to get crude product. The crude compound was purified by silica gel column chromatography (eluting with EtOAc/hexane) to afford 2-bromo-6-chloroquinoxaline (550 mg, 2.26 mmol, 42%) as a solid. 1H NMR (200 MHz, CDCl3): delta 8.86 (s, 1H), 8.11 (s, 1H), 7.99 (d, J=8.8 Hz, 1H), 7.75 (dd, J=9.0, 2.4 Hz, H). MS (ESI): m/z 243 [M+]., 2427-71-6

2427-71-6 6-Chloro-2(1H)-quinoxalinone 75507, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; VIAMET PHARMACEUTICALS, INC.; US2012/329802; (2012); 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

EXAMPLE 183 N-{4-[4-amino-2-(2-methoxyethyl)-1H-imidazo [4,5-c]quinolin-1-yl]butyl}quinoxaline-2-carboxamide Using the general method of Example 181 1-(4-aminobutyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-4-amine (1.5 g, 4.78 mmol) was reacted with 2-quinoxalinecarboxylic acid (1.0 g, 5.74 mmol) to provide 270 mg of N-{4-[4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]butyl}quinoxaline-2-carboxamide as a yellow crystalline solid, m.p. 85-87 C. Analysis: Calculated for C26H27N7O2: %C, 66.51; %H, 5.80; %N, 20.88; Found: %C, 66.12; %H, 5.70; %N, 20.62.

The synthetic route of 879-65-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Coleman, Patrick L.; Crooks, Stephen L.; Griesgraber, George W.; Lindstrom, Kyle J.; Merrill, Bryon A.; Rice, Michael J.; US2003/144283; (2003); A1;,
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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.

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (137 mg, 0.717 mmol) was added to a methylene chloride solution (4.8 ml) of (2S)-3-methyl-1-oxo-1-(4-{[6-(trifluoromethyl)pyridin-3-yl]oxy}piperidin-1-yl)butan-2-amine dihydrochloride (200 mg, 0.478 mmol), 3-hydroxyquinoxaline-2-carboxylic acid (93.7 mg, 0.478 mmol), 1-hydroxybenzotriazole monohydrate (77.5 mg, 0. 574 mmol) and N-methylmorpholine (0.263 ml, 2.39 mmol), at room temperature, and stirring was carried out at room temperature overnight. Water was added to the reaction solution, followed by extraction with methylene chloride, and the extract was washed sequentially with a saturated aqueous sodium hydrogencarbonate solution, water and saline, and dried over anhydrous sodium sulfate. After the organic layer was concentrated and the resulting residue was purified by silica gel column chromatography, the resulting residue was suspended in a mixed solvent of ethanol-diethyl ether, and then the solid substance was collected by filtration to afford the desired title compound (145 mg, yield 59%) as a yellow solid. 1H-NMR (CDCl3, 400 MHz) delta: 12.08 (1H, brs), 10.15 (1H, brs), 8.41 (1H, dd, J=10.6 Hz, 2.7 Hz), 8.02 (1H, brs), 7.66-7.30 (5H, m), 5.09-5.04 (1H, m), 4.78-4.70 (1H, m), 4.10-3.64 (4H, m), 2.35-1.95 (5H, m), 1.14-1.09 (6H, m). IR (KBr) cm-1: 2965, 1685, 1640, 1530, 1340. MS (ESI, m/z): 518 (M+H)+. HRMS (ESI, m/z): 518.2016 (Calcd for C25H27F3N5O4: 518.2015). Anal. Calcd for C25H26F3N5O4¡¤0.5H2O: C, 57.03; H, 5.17; N, 13.30; F, 10.83. Found: C, 56.82; H, 4.98; N, 13.03; F, 10.89., 1204-75-7

As the paragraph descriping shows that 1204-75-7 is playing an increasingly important role.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2258697; (2010); 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.6925-00-4,Quinoxaline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

6925-00-4, Example 12-(1,2-Dimethyl-3-oxo-5-quinoxalin-6-yl-2,3-dihydro-1H-pyrazol-4-yl)-benzonitrileStep 1A: Quinoxaline-6-carboxylic acid methoxy-methyl-amideA 2000 mL round bottomed flask was charged with 21.0 g (121 mmoles) of quinoxaline-6-carboxylic acid, 32.4 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (169 mmoles), 22.8 g of 1-hydroxybenzotriazole (169 mmoles), and 24.7 g of N,O-dimethylhydroxylamine hydrochloride (253 mmoles) under a nitrogen atmosphere. To this, 315 mL of tetrahydrofuran and 210 mL of dichloromethane were added. Next, 127 mL of triethylamine (729 mmoles) was charged, and the reaction was allowed to stir for 12 hours. After the reaction was complete, the contents of the flask were concentrated to 1/3 volume under vacuum, and 440 mL of water was added. The mixture was extracted with ethyl acetate (3¡Á200 mL); the subsequent organic fractions were then washed with saturated sodium bicarbonate (1¡Á200 mL) and dried over sodium sulfate. The final product (26.1 g; 99% yield) was obtained after removing the solvent under vacuum. The product was used without further purification.1H NMR 300 MHz (CDCl3) delta 3.35 (s, 3H), 3.49 (s, 3H), 7.97 (d, J=8.7 Hz, 1H), 8.05 (d, J=8.7 Hz, 1H), 8.36 (s, 1H), 8.81 (s, 1H).M/Z Theoretical: 217.09; M/Z+1 217.77.

6925-00-4 Quinoxaline-6-carboxylic acid 674813, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Biogen Idec MA Inc.; US2010/56505; (2010); A1;,
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