Heterocyclic Building Blocks-quinoxaline

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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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.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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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 (118 mg, 0.610 mmol) was added to a methylene chloride solution (5.0 ml) of 1-[(2S)-2-amino-3-methylbutanoyl]-N-(4-fluorophenyl)piperidin-4-amine dihydrochloride (150 mg, 0.410 mmol), 3-hydroxyquinoxaline-2-carboxylic acid (80.3 mg, 0.410 mmol), 1-hydroxybenzotriazole monohydrate (66.4 mg, 0.490 mmol) and N-methylmorpholine (0.225 ml, 2.05 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 subsequent sequential washing with a saturated aqueous sodium hydrogencarbonate solution, water and saline, and the resulting organic layer was dried over anhydrous sodium sulfate. After the organic layer was concentrated and the resulting residue was purified by silica gel column chromatography, the residue resulting from concentration was suspended in a mixed solvent of ethanol-diethyl ether, and the solid substance was collected by filtration to afford the desired title compound (121 mg, yield 64%) as a yellow solid. 1H-NMR (CDCl3, 400 MHz) delta: 12.19 (1H, brs), 10.11 (1H, brs), 8.00 (1H, m), 7.62 (1H, m), 7.44-7.26 (2H, m), 6.90 (2H, q, J=7.2 Hz), 6.59-6.54 (2H, m), 5.08-5.05 (1H, m), 4.67-4.51 (1H, m), 4.24 (1H, brs), 3.51-3.30 (3H, m), 3.07-2.90 (1H, m), 2.32-2.12 (3H, m), 1.48-1.35 (2H, m), 1.13-1.09 (6H, m). IR (KBr) cm-1: 2960, 1685, 1630, 1510, 1215. MS (FAB, m/z): 466 (M+H)+. HRMS (FAB, m/z): 466.2242 (Calcd for C25H29FN5O3: 466.2255). Anal. Calcd for C25H28FN5O3: C, 64.50; H, 6.06; N, 15.04; F, 4.08. Found: C, 64.18; H, 5.77; N, 14.93; F, 4.02., 1204-75-7

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

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.55687-34-8,6-Bromoquinoxalin-2(1H)-one,as a common compound, the synthetic route is as follows.

[001023] Part C. Preparation of 6-bromo-2-chloroquinoxaline.; [001024] To a flask containing phosphorus oxychloride (3.4ml, 36.5mmol) was added the product fromPart B (255mg, l.lmmol) and the solution was heated at 6O0C overnight. The solution was cooled to room temperature, poured over ice and the resulting solid collected by filtration to give the title compound (239mg, 87%).

55687-34-8, The synthetic route of 55687-34-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; WO2009/39134; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6639-87-8,6-Nitroquinoxaline,as a common compound, the synthetic route is as follows.

2. 1,2,3,4-tetrahydro-5-amino-6-nitroquinoxaline 5-Amino-6-nitroquinoxaline was synthesised by reaction of 6-nitroquinoxaline with hydroxylamine in an alkaline medium in accordance with J. Chem. Soc., Perkin I, 1975, 1229. The product was reacted With sodium borohydride as in Example 1). The 1,2,3,4-tetrahydro-5-amino-6-nitroquinoxaline obtained in the form of brown crystals in a yield of 11.5% of the theoretical had a melting point of 213 C., 6639-87-8

6639-87-8 6-Nitroquinoxaline 96029, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Henkel Kommanditgesellschaft auf Aktien; US5089025; (1992); A;,
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89891-65-6, 7-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of intermediate 431 ( 1 00 mg, 0.41 mmol) in dioxane (4 niL) and Nu.Eta2Omicron(10 mL, 25%) was stirred in a sealed tube at 1 10C overnight. The mixture was concentrated to give the crude intermediate 432 (108 mg) as a yellow solid., 89891-65-6

The synthetic route of 89891-65-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; WU, Tongfei; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston, Stanislas, Marcella; GILISSEN, Ronaldus, Arnodus, Hendrika, Joseph; LAWSON, Edward, Charles; PANDE, Vineet; PARADE, Marcus, Cornelis, Bernardus, Catharina; SCHEPENS, Wim, Bert, Griet; THURING, Johannes, Wilhelmus, John, F; VIELLEVOYE, Marcel; SUN, Weimei; MEERPOEL, Lieven; (375 pag.)WO2017/32840; (2017); A1;,
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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

To a solution OF 4- [ (4-BROMOPHENYL) (ethoxyimino) methyl]-1- (4-methyl-4- piperidinyl) piperidine (100 mg, 0.24 MMOL), 3-hydroxy-2-quinoxalinecarboxylic acid (56 mg, 0.29 MMOL) and ET3N (87 mg, 0.86 MMOL) in DMF (6 mL), HATU (119 mg, 0.31 MMOL) was added at room temperature and the reaction was stirred for 24h. The reaction mixture was poured into ice water and the first crop of solid was collected by filtration. The water layer was extracted with ethyl acetate and the organic layer was washed with NAHC03, dried and concentrated to give the second crop of solid. The two crops of crude were combined and purified by flash chromatography (2% to 10%, MEOH/CH2CI2) to afford the title compound as an orange solid. MS 579 (M+).

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; SCHERING AKTIENGESELLSCHAFT; WO2004/113323; (2004); A1;,
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6925-00-4, Quinoxaline-6-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6925-00-4, (2S)-3-Phenyl-2-[(1-quinoxalin-6-ylmethanoyl)amino]propionic acid, t-butyl ester: Quinoxaline-6-carboxylic acid (2b, 2.57 g, 14.8 mmol) is dissolved in anhydrous dichloromethane (75 mL) and N,N-diethyl-isopropylamine (2.83 mL, 16.2 mmol) under argon in a flask equipped with stir bar and septum. 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (3.11 g, 16.2 mmol) is added and allowed to stir 10 minutes before 1-hydroxybenzotriazole hydrate (2.19 g, 16.2 mmol) is added. After another 5 minutes, L-phenylalanine t-butyl ester hydrochloride (3.80 g, 14.8 mmol) is added and the mixture is allowed to stir at room temperature overnight. The reaction mixture is diluted with dichloromethane (100 mL) and washed with saturated sodium bicarbonate solution (1*100 mL), water (1*100 mL), and brine (1*100 mL). The organic layer is dried over MgSO4 and concentrated to a brown foam which is applied to a column of silica gel in dichloromethane and eluted with 2% methanol/dichloromethane. Concentration of the appropriate fractions gives 4.4 g (79%) of the desired product as a very thick oil.

The synthetic route of 6925-00-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; The Procter & Gamble Company; US2004/6104; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3476-89-9,1,2,3,4-Tetrahydroquinoxaline,as a common compound, the synthetic route is as follows.

24d. 1-Methyl-4-(2-nitro-phenyl)-1,2,3,4-tetrahydro-quinoxaline To a solution of 1,2,3,4-tetrahydroquinoxaline (60 mg, 0.403 mmol) in DMSO (2 mL) was add potassium tert-butoxide (91 mg, 0.81 mmol), followed by 2-fluoro-nitrobenzene (57 mg, 0.403 mmol). The reaction mixture was stirred at 80 C. for 16 h. The desired product was isolated via silica gel chromatography using 0% to 50% EtOAc in hexane as eluding solvent to afford 24d (49 mg, 45%) as radish foam. LC-MS ESI m/z 270 [M+H]+., 3476-89-9

As the paragraph descriping shows that 3476-89-9 is playing an increasingly important role.

Reference£º
Patent; Tuerdi, Huji; Chao, Hannguang J.; Qiao, Jennifer X.; Wang, Tammy C.; Gungor, Timur; US2005/261244; (2005); A1;,
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