Heterocyclic Building Blocks-quinoxaline

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34117-90-3,3-Chloroquinoxalin-2-amine,as a common compound, the synthetic route is as follows.

STEP A: 2-amino-1-carbethoxycarbonylmethyl-3-chloroquinoxalinium bromide A solution of 9 g of 2-amino-3-chloro-quinoxaline [prepared by heating under pressure in ethanol, ammonia and 2,3-dichlorquinoxaline as taught by Saikachi et al (Chem. Pharm. Bull. Tokyo (1961), Vol. 9, P. 94)], 12 g of ethyl bromopyruvate and 180 ml of dimethoxyethane was stirred overnight and was then vacuum filtered to recover 5.33 g of a pale yellow crystalline solid. The filtrate stood in the refrigerator for several days to recover 1.20g and 3.62 g of the same compound for a total yield of 10.22 g of 2-amino-1-carbethoxycarbonylmethyl-3-chloro-quinoxalinium bromide.

The synthetic route of 34117-90-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Roussel Uclaf; US4291033; (1981); A;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

55687-34-8, 6-Bromoquinoxalin-2(1H)-one is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 39 (600 mg, 2.66 mmol) was added to cold phosphorous oxychloride (4 mL) in portions wise to give a slurry. To the resulting slurry was added drop wise N,N- dimethylaniline (0.4 ml, 2.93 mmol) below 15C. The brick red mixture was refluxed for 15 min, and the resulting dark brown clear solution was then cooled to ambient temperature. It was added to ice cold water (40 mL) , and the mixture was basified slowly with 40% aq. NaOH to pH 8. The solid was collected by filtration, washed with water (2×10 mL) and dried to give the title compound 40 (70%) .

55687-34-8 6-Bromoquinoxalin-2(1H)-one 12686394, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANDYOPADHYAY, Anish; SARANGTHEM, Robindro; BARAWKAR, Dinesh; BONAGIRI, Rajesh; KHOSE, Goraksha; SHINDE, Shailesh; (226 pag.)WO2016/199943; (2016); 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.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 (149 mg, 0.777 mmol) and 1-hydroxybenzotriazole monohydrate (105 mg, 0.777 mmol), were added to a methylene chloride solution (5.0 ml) of the resulting compound (180 mg, 0.518 mmol) and 3-hydroxyquinoxaline-2-carboxylic acid (148 mg, 0.777 mmol), at room temperature, under nitrogen stream, followed by further addition of triethylamine (0.289 ml, 2.07 mmol), and stirring was carried out at room temperature overnight. The reaction solution was poured into a 2N aqueous hydrochloric acid solution, followed by extraction with ethyl acetate and sequential washing with water, a saturated aqueous sodium hydrogencarbonate solution, water and saline, and then the resulting organic layer was dried over anhydrous sodium sulfate. After the organic layer was concentrated and the resulting residue was purified by a medium-pressure preparative liquid chromatograph (manufactured by Biotage, Inc., 25+M), the residue resulting from concentration was suspended in a mixed solvent of methylene chloride-diethyl ether, and the solid substance was collected by filtration to afford the desired title compound (113 mg, yield 45%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.86 (1H, s), 10.19 (1H, s), 7.97 (1H, t, J=7.0 Hz), 7.61 (1H, s), 7.53 (1H, s), 7.36 (1H, s), 7.26 (2H, t, J=7.0 Hz), 6.86 (2H, t, J=7.0 Hz), 5.09-5.07 (1H, m), 4.57-4.55 (1H, m), 4.01-3.68 (4H, m), 2.21-2.02 (5H, m), 1.14-1.11 (6H, m). IR (KBr) cm-1: 2960, 1690, 1640, 1490, 1240, 1150. MS (FAB, m/z): 483 (M+H)+. HRMS (ESI, m/z): 483.1797 (Calcd for C25H28ClN4O4: 483.1799).

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
Quinoxaline | C8H6N2 | ChemSpider

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 (115 mg, 0.600 mmol) and 1-hydroxybenzotriazole monohydrate (91.0 mg, 0.600 mmol) were added to a methylene chloride solution (5.0 ml) of the resulting compound (160 mg, 0.500 mmol) and 3-hydroxyquinoxaline-2-carboxylic acid (98.0 mg, 0.500 mmol), at room temperature, under nitrogen stream, followed by further addition of N-methylmorpholine (0.270 ml, 2.50 mmol), and stirring was carried out at room temperature overnight. The reaction solution was diluted with methylene chloride, followed by sequential washing with a saturated aqueous sodium hydrogencarbonate solution, a saturated aqueous ammonium chloride solution, water and saline, and then the resulting organic layer was dried over anhydrous sodium sulfate. After the organic layer was concentrated and the resulting residue was purified by a medium-pressure preparative liquid chromatograph (manufactured by Biotage, Inc., 25+M), the residue resulting from concentration was suspended in a mixed solvent of methylene chloride-ethyl acetate, and the solid substance was collected by filtration to afford the desired title compound (130 mg, yield 57%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.86 (1H, brs), 9.71 (1H, brs), 7.88 (1H, dd, J=7.4 Hz, 6.8Hz), 7.65 (1H, dd, J=7.8 Hz, 7.4 Hz), 7.40 (1H, d, J=6.8 Hz), 7.38 (1H, d, J=7.8 Hz), 7.34 (2H, d, J=7.4 Hz), 7.04 (2H, m), 5.03 (1H, m), 4.66 (1H, m), 4.06-3.16 (4H, m), 2.08-1.87 (2H, m), 1.73-1.45 (2H, m), 1.31 (3H, d, J=6.6 Hz). IR (KBr) cm-1: 2945, 1690, 1640, 1500, 1240. MS (ESI, m/z): 455 (M+H)+. HRMS (ESI, m/z): 455.1478 (Calcd for C23H24ClN4O4: 455.1486).

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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

The resulting compound (228 mg, 0.682 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (133 mg, 0.682 mmol) to afford the desired title compound (174 mg, yield 52%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.84 (1H, brs), 9.54 (1H, brs), 7.90-7.83 (1H, m), 7.65 (1H, dd, J=8.6 Hz, 8.2 Hz), 7.40 (1H, d, J=7.4 Hz), 7.38 (1H, d, J=8.6 Hz), 7.35-7.27 (2H, m), 7.27-7.07 (1H, m), 4.99 (1H, m), 4.59 (1H, m), 4.02-3.78 (2H, m), 3.57-3.20 (2H, m), 2.09-1.49 (6H, m), 0.92 (3H, t, J=7.0 Hz). IR (KBr) cm-1: 2940, 1685, 1640, 1505, 1210. MS (ESI, m/z): 471 (M+H)+. HRMS (ESI, m/z): 471.1848 (Calcd for C24H25F2N4O4: 471.1844).

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
Quinoxaline | C8H6N2 | ChemSpider

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 (124 mg, 0.350 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (68.6 mg, 0.350 mmol) to afford the desired title compound (74.2 mg, yield 47%) as a yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.85 (1H, brs), 9.58 (1H, d, J=7.0 Hz), 8.16 (1H, d, J=2.6 Hz), 7.88 (1H, dd, J=7.4 Hz, 5.4 Hz), 7.74-7.62 (2H, m), 7.40 (1H, d, J=7.4 Hz), 7.38 (1H, d, J=8.2 Hz), 6.93-6.84 (1H, m), 5.19 (1H, m), 5.00 (1H, m), 4.08-3.81 (2H, m), 3.58-3.16 (2H, m), 2.15-1.92 (2H, m), 1.88-1.48 (4H, m), 0.92 (3H, t, J=7.4 Hz). IR (KBr) cm-1: 2950, 1690, 1630, 1480, 1215. MS (ESI, m/z): 454 (M+H)+. HRMS (ESI, m/z): 454.1890 (Calcd for C23H25FN5O4: 454.1891).

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

25983-13-5, 6,7-Dichloroquinoxaline-2,3(1H,4H)-dione is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

This product was used in the next reaction without further purification. 5-Nitro-6,7-dichloro-1,4-dihydroquinoxaline-2,3-dione: 3.335 g (14.5 mmol) of 6,7-dichloro-1,4-dihydroquinoxaline-2,3-dione was dissolved in 65 mL of conc. H2 SO4 with stirring and cooling in an ice-H2 O bath, then 2.20 g (21.76 mmol) of KNO3 (Baker, used as received) was added in portions over 10 min. with stirring. The resulting mixture was stirred at 22 C. under N2 for 20 h. then was slowly poured into ice-H2 O (400 mL) with stirring. The precipitate was collected on a sintered funnel by vacuum filtration, washed with H2 O (5*10 mL), and dried at 60 C. under 0.1 mmHg for 12 h affording 3.39 g (85%) of the crude 6,7-dichloro-5-nitro-1,4-dihydroquinoxaline-2,3-dione as a grey-yellow powder. Purity: >98.5% based on HPLC analysis.

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

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider