Category: quinoxaline

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

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (156 mg, 0.815 mmol) was added to a methylene chloride solution (5.4 ml) of (2S)-1-{4-[(5-fluoropyridin-3-yl)oxy]piperidin-1-yl}-3-methyl-1-oxobutan-2-amine dihydrochloride (200 mg, 0.543 mmol), 3-hydroxyquinoxaline-2-carboxylic acid (106 mg, 0.543 mmol), 1-hydroxybenzotriazole monohydrate (88.1 mg, 0.652 mmol) and N-methylmorpholine (0.299 ml, 2.72 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 the solid substance was collected by filtration to afford the desired title compound (160 mg, yield 63%) as a yellow solid. 1H-NMR (CDCl3, 400 MHz) delta: 12.56 (1H, brs), 10.12 (1H, brs), 8.20-7.99 (3H, m), 7.66-7.31 (3H, m), 7.02-6.96 (1H, m), 5.10-5.05 (1H, m), 4.70-4.61 (1H, m), 4.03-3.67 (4H, m), 2.39-1.89 (5H, m), 1.15-1.10 (6H, m). IR (KBr) cm-1: 2960, 1690, 1640, 1530, 1430. MS (ESI, m/z): 468 (M+H)+. HRMS (ESI, m/z): 490.1857 (Calcd for C24H26FN5NaO4: 490.1867). Anal. Calcd for C24H26FN5O4: C, 61.66; H, 5.61; N, 14.98; F, 4.06. Found: C, 61.44; H, 5.71; N, 14.87; F, 4.21.

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

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.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: Method A: a solution of compound 3 (1.11 g, 4.70 mmol), 3- aminophenol (622 mg, 5.70 mmol) and p-TSA, as a catalyst, in absolute ethanol (40 mL) was refluxed for 110 h. Ethanol was then evaporated under reduced pressure, and the resulting residue was purified by silica column chromatography using cyclohexane with ethyl acetate gradient (0e50%) as eluent to give the desired compound 4a (1.0 g, 69%) as a red powder.

49679-45-0 Ethyl 3-chloroquinoxaline-2-carboxylate 12283436, aquinoxaline compound, is more and more widely used in various.

Reference£º
Article; Oyallon, Bruno; Brachet-Botineau, Marie; Loge, Cedric; Bonnet, Pascal; Souab, Mohamed; Robert, Thomas; Ruchaud, Sandrine; Bach, Stephane; Berthelot, Pascal; Gouilleux, Fabrice; Viaud-Massuard, Marie-Claude; Denevault-Sabourin, Caroline; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 101 – 109;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14121-55-2,1,2,3,4-Tetrahydro-2,3-dioxoquinoxaline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Add 12 mmol of 2,3-dihydroxy-quinoxaline-6-carboxylic acid to a 150 ml three-necked flask,Add 30ml of dichloromethane and stir, heat to 40 C,Subsequently, 2 equivalents of thionyl chloride and 3 drops of N, N-dimethylformamide were added and the reaction was continued for 3-4 hours.Removal of the solvent gave 2,3-dichloro-quinoxaline-6-carbonyl chloride.

The synthetic route of 14121-55-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Northeast Agricultural University; Fu Ying; Ye Fei; Gao Shuang; Guo Keliang; (18 pag.)CN110835321; (2020); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To ethyl 3-chloroquinoxaline-2-carboxylate 1 (1 g, 4.22 mmol),appropriate acetylene derivative (3.33 mmol, 1.5 eq.) in ethanol(15 mL) was added in a two-necked flask containing triethylamine(1.4 mL, 10 mmol), Pd/C (45 mg, 0.42 mmol), triphenylphosphine(110 mg, 0.42 mmol), and CuI (50 mg, 0.26 mmol). The reaction mixture was stirred at 60 C for 5 h. After cooling, the mixture wasfiltered with celite and the filtrate diluted with dichloromethane,washed with H2O (3 x 40 mL) and dried over MgSO4. After evaporation,the crude product was purified by silica gel chromatography(CH2Cl2).

49679-45-0 Ethyl 3-chloroquinoxaline-2-carboxylate 12283436, aquinoxaline compound, is more and more widely used in various.

Reference£º
Article; Hajri, Majdi; Esteve, Marie-Anne; Khoumeri, Omar; Abderrahim, Raoudha; Terme, Thierry; Montana, Marc; Vanelle, Patrice; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 959 – 966;,
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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 (184 mg, 0.500 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (98.0 mg, 0.500 mmol) to afford the desired title compound (115 mg, 46%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.85 (1H, brs), 9.71 (1H, brs), 7.88 (1H, dd, J=7.8 Hz, 7.4 Hz), 7.65 (1H, dd, J=7.8 Hz, 7.8 Hz), 7.40 (1H, d, J=7.4 Hz), 7.38 (1H, d, J=7.8 Hz), 7.30 (2H, d, J=9.0 Hz), 7.11 (2H, dd, J=9.0 Hz, 3.8 Hz), 5.03 (1H, m), 4.69 (1H, m), 4.04-3.72 (2H, m), 3.56-3.19 (2H, m), 2.08-1.86 (2H, m), 1.75-1.48 (2H, m), 1.32 (3H, d, J=6.6 Hz). IR (KBr) cm-1: 2945, 1685, 1640, 1620, 1505, 1240. MS (ESI, m/z): 505 (M+H)+. HRMS (ESI, m/z): 505.1686 (Calcd for C24H24F3N4O5: 505.1699).

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;,
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55686-94-7, 2-Chloro-7-nitroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Chloro-7-nitroquinoxaline (27.8g, 133mmol), 1 -methyl-4-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-1 H-pyrazole (30.4g, 146mmol), 2M Na2C03 aqueous solution (66.3ml_, 133mmol) in ethylene glycol dimethyl ether (330ml_) were degassed with N2 for 15 minutes. Tetrakis(triphenylphosphine)palladium (0) (1.5g, 1 .33mmol) was added and the reaction mixture was heated at 100C for 7 hours. The reaction was poured into water. The precipitate was filtered off, taken-up with EtOAc, then filtered and dried under vacuum to give 31.4g (93%) of intermediate 4 (yellow solid). MP=231 C (DSC).

The synthetic route of 55686-94-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; SAXTY, Gordon; MURRAY, Christopher William; BERDINI, Valerio; BESONG, Gilbert Ebai; HAMLETT, Christopher Charles Frederick; JOHNSON, Christopher Norbert; WOODHEAD, Steven John; READER, Michael; REES, David Charles; MEVELLEC, Laurence Anne; ANGIBAUD, Patrick Rene; FREYNE, Eddy Jean Edgard; GOVAERTS, Tom Cornelis Hortense; WEERTS, Johan Erwin Edmond; PERERA, Timothy Pietro Suren; GILISSEN, Ronaldus Arnodus Hendrika Joseph; WROBLOWSKI, Berthold; LACRAMPE, Jean Fernand Armand; PAPANIKOS, Alexandra; QUEROLLE, Oliver Alexis Georges; PASQUIER, Elisabeth Therese Jeanne; PILATTE, Isabelle Noelle Constance; BONNET, Pascal Ghislain Andre; EMBRECHTS, Werner Constant Johan; AKKARI, Rhalid; MEERPOEL, Lieven; WO2011/135376; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 14 2-[(1-Methylethylamino)(1-methylethylimino)methylthio]-3-quinoxalinecarboxylic acid ethyl ester, hydrochloride 2-Chloro-3-quinoxalinecarboxylic acid ethyl ester (4.73 g., 0.02 mole) and 3.206 g. (0.02 mole) of 1,3-diisopropylthiourea were dissolved in 90 ml. of acetone and 10 ml. of acetic acid. The solution was heated on the steambath for 23/4 hours and filtered hot. The solvent in the filtrate was evaporated and the residue was triturated with ether until it solidified. Filtration gave 2.33 g. of crude product. Recrystallized from acetone-ether it afforded 1.28 g. (16.1%) of a yellow solid, m.p. 148-149 C. (dec). Analysis for: C18 H25 ClN4 O2 S Calculated: C, 54.47; H, 6.35; N, 14.12; Cl, 8.93; S, 8.08. Found: C, 54.44; H, 6.18; N, 14.19; Cl, 8.96; S, 8.25.

49679-45-0 Ethyl 3-chloroquinoxaline-2-carboxylate 12283436, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; American Home Products Corporation; US4349674; (1982); A;,
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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.

To a solution of 2-chlorothiazole (1 g, 8.4 mmol) in dry THF (10 mL) at -78 C under N2 was added n-BuLi (3.5 mL, 9.2 mmol) dropwise and the mixture stirred for 1 h. A solution of Compound 3 (1.3 g, 7.6 mmol) in dry THF (5 mL) was added dropwise to the reaction mixture at -78 C. The resulting solution was slowly warm to RT. The reaction was diluted with NH4C1 solution and extracted with EA. The organic extracts were concentrated to give a crude oil. The crude product was purified by silica gel chromatography to afford Example 1 (55 mg, 2 %) and Compound 4 (1.6 g, 76.2 %).Example 1: 1HNMR (CDC13, 300 MHz) oe: 2.0-2.2 (s, 3 H), 4.1-4.2 (s, 1 H), 7.3-7.4 (s,1 H), 7.8-7.9 (d, 1 H), 8.0-8.1 (d, 1 H), 8.2-8.3 (s, 1 H), 8.8 (m, 1 H), 9.0 (s, 1 H), 9.3-9.4(m, 1 H).LC-MS: mlz=375.1 (M+1) .

As the paragraph descriping shows that 83570-42-7 is playing an increasingly important role.

Reference£º
Patent; FORGE LIFE SCIENCE, LLC; REMISZEWSKI, Stacy; KOYUNCU, Emre; SUN, Qun; CHIANG, Lillian; (98 pag.)WO2016/77232; (2016); A2;,
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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.

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.

As the paragraph descriping shows that 91-19-0 is playing an increasingly important role.

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.887590-25-2,tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of N,N’-carbonyldiimidazole (363 mg) and triethylamine (312 mul) in chloroform (10 ml), E-4-aminoadamantan-1-ol obtained in Reference Example 2 (250 mg) and N,N-dimethylformamide (4 ml) were added and stirred at room temperature for 1 hour. To the reaction mixture, tert-butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate obtained in Reference Example 28 (698 mg) was added and heated under reflux for 6 hours, followed by stirring overnight at room temperature. The reaction mixture was then heated under reflux for an additional 8 hours. After cooling at room temperature, the reaction mixture was diluted with water and extracted with chloroform. The organic layer was concentrated under reduced pressure, and the residue was diluted with ethyl acetate and washed sequentially with 0.1M aqueous hydrochloric acid, saturated aqueous sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate and then filtered to remove the desiccant, followed by distilling off the solvent under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluding solvent: n-hexane:ethyl acetate = 5:1 to 1:1 ? chloroform:methanol = 9:1) to give the titled compound (Compound 31, 290 mg) as a colorless amorphous substance. 1H NMR (300 MHz, CHLOROFORM-D) delta 1.35 (s, 1 H), 1.43-1.61 (m, 13 H), 1.70-1.79 (m, 4 H), 1.84-1.93 (m, 2 H), 2.06-2.19 (m, 3 H), 3.80-3.86 (m, 4 H), 3.89-3.97 (m, 1 H), 5.38 (d, J=6.5 Hz, 1 H), 7.04-7.20 (m, 2 H), 7.28-7.33 (m, 1 H), 8.00-8.05 (m, 1 H).

887590-25-2 tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate 16740533, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; Taisho Pharmaceutical Co. Ltd.; EP2172453; (2010); A1;,
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