Heterocyclic Building Blocks-quinoxaline

6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b) Quinoxaline-6-carbaldehyde. A suspension of 6-methylquinoxaline (8.0 g; 0.055 mol.) and selenium dioxide (6.77 g; 0.061 mol.) in 1,4-dioxane (5.0 mL) was irradiated at 200 C. for 30 min. in a Biotage Initiator microwave synthesizer. The above procedure was repeated five further times and the combined, cooled reaction mixtures were dissolved in CH2Cl2, filtered through a plug of celite, and concentrated in vacuo. Purification via flash column chromatography (silica gel, 20-50% ethyl acetate in hexanes) followed by crystallization from CH2Cl2 provided quinoxaline-6-carbaldehyde (40.0 g, 91%) as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 10.25 (s, 1H) 8.95 (s, 2H) 8.57 (d, J=1.3 Hz, 1H) 8.24 (dd, J=8.6, 1.5 Hz, 1H) 8.20 (d, J=8.6 Hz, 1H). MS(ES+) m/e 159 [M+H]+.

As the paragraph descriping shows that 6344-72-5 is playing an increasingly important role.

Reference£º
Patent; Duffy, Kevin J.; Fitch, Duke M.; Norton, Beth A.; US2007/179144; (2007); A1;,
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3476-89-9, 1,2,3,4-Tetrahydroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of compound 14-1 (270 mg, 2 mmol) in THF (10 mL) was added LiAlH4 (0411) (228 mg, 6 mmol) at 0 C. The resulting mixture was stirred at 0 C for 30 min then stirred at room temperature overnight. The reaction was quenched with 0.25 mL H20, 0.25 mL 5N NaOH and 1.25 mL H20. The participate was filtered off, and the filtrate was extracted with EtOAc (3 x 20 mL). The organic layers were separated, washed with brine, dried over sodium sulfate, and concentrated under vacuum. The crude product was purified by flash chromatography (0 – 60% EtOAc/hexane) to obtain as light yellow solid (90 mg, 34%). To a stirred solution of the intermediate afforded in last step (90 mg, 0.67 mmol) in THF was added Boc20 (146 mg, 0.67 mmol) and aqueous solution NaOH (IN, 0.67 mL) at 0 C. Then the resulting mixture was stirred at room temperature overnight. The reaction was quenched with water, extracted with EtOAc (3 x 10 mL). The organic layers were separated, washed with brine, dried over sodium sulfate, and concentrated under vacuum. The crude product was purified by flash chromatography (0 – 60% EtOAc/hexanes) to obtain as light yellow oil (90 mg, 57%). 1H NMR (400 MHz, CDC13) delta 7.49 (d, / = 7.7 Hz, 1H), 6.89 (td, / = 8.0, 1.4 Hz, 1H), 6.69 – 6.60 (m, 1H), 6.55 (dd, / = 8.0, 1.3 Hz, 1H), 3.94 (s, 1H), 3.83 – 3.69 (m, 2H), 3.47 – 3.34 (m, 2H), 1.52 (s, 9H).

3476-89-9 1,2,3,4-Tetrahydroquinoxaline 77028, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; KOZIKOWSKI, Alan; SHEN, Sida; BERGMAN, Joel; (100 pag.)WO2017/142883; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55686-94-7,2-Chloro-7-nitroquinoxaline,as a common compound, the synthetic route is as follows.

To a suspension of nitro compound VI (14.36 g,68.5 mmol, 1 equiv.) in AcOEt (300 mE) is added SnCl2.2H20 (45.5 g, 239.9 mmol, 3.5 equiv.), then the reaction mixture is refluxed for 2 h. Afier cooling, 50% NaOH (6 equiv., 480 mmol) is added slowly at 00 C. and the reaction mixture is filtered on a silica gel pad and then eluted with hot acetone. After concentration, the residue is purified by recrystallisation with CHC13/petroleum ether to afford compound Had in the form of a yellow solid (9.65 g, 78%). ?H NMR (300 MHz, CDC13) oe ppm: 4.30 (brs, 2H), 7.03 (d, J=1.7 Hz, 1H), 7.15 (dd, J=8.8, 1.7 Hz, 1H), 7.85 (d, J=8.8 Hz, 1H), 8.47 (s, 1H). ?3C NMR (75 MHz, CDC13) oe ppm:107.2, 121.7, 130.3, 135.98, 140.3, 144.2, 147.7, 149.1. High-resolution mass (ESI): mlz calculated for [M+H] C8H7N3C1: 180.0329; mlz measured: 180.0326.

As the paragraph descriping shows that 55686-94-7 is playing an increasingly important role.

Reference£º
Patent; Institut Du Cerveau et de la Moelle Epiniere; Centre National de la Recherche Scientifique (CNRS (CNRS); Sorbonne Universite; Assistance Publique-Hopitaux de Paris; Institut National de la Sante et de la Recherche Medicale (INSERM); Universite Paris-SUD; Figadere, Bruno; Ferrie, Laurent; Le Douaron, Gael; Raisman-Vozari, Rita; Michel, Patrick; Sepulveda, Julia; (18 pag.)US2019/71438; (2019); A1;,
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82019-32-7, 7-Bromo-1-methyl-1H-quinoxalin-2-one is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Bis(neopentyl glycolato)diboron (1.42 mg, 6.30 mmol) and potassium acetate (823 mg, 8.40 mmol) were added to a solution of 7-bromo-1-methylquinoxalin-2(1H)-one (1.0 g, 4.2 mmol) in 1,4-dioxane (15 mL). The reaction mixture was degassed under nitrogen for 30 min before Pd(dppf)Cl2.DCM (171 mg, 0.21 mmol) was added. The reaction mixture was heated at 80 C. for 3 h. After this time the reaction mixture was concentrated under reduced pressure and purified by silica gel column chromatography eluting with 30% EtOAc in iso-hexane to afford an orange solid. Trituration with diethyl ether afforded the title compound as an off-white solid (340 mg, 30%).

82019-32-7 7-Bromo-1-methyl-1H-quinoxalin-2-one 12826370, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; AstraZeneca AB; Lonn, Hans Roland; Connolly, Stephen; Swallow, Steven; Karlsson, Staffan PO; Aurell, Carl-Johan; Ponten, John Fritiof; Doyle, Kevin James; Van de Poel, Amanda Jane; Jones, Graham Peter; Watson, David Wyn; MacRitchie, Jaqueline Anne; Palmer, Nicholas John; (50 pag.)US9522894; (2016); B2;,
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50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 11j (30 mg, 120 mumol), 6-bromoquinoxaline (37.6 mg, 180 mumol), Bu4NOAc (72.2 mg, 23.9 mumol) and Pd(OAc)2 (4.0 mg, 17.8 mol) in NMP (0.5 mL ). The reaction mixture was stirred for 11 h at 100 oC and cooled to room temperature. The mixture was concentrated under reduced pressure. Diluted with water and extracted with EtOAc (3 ¡Á 5 mL). The EtOAc solution was washed with brine (5 mL), dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (1:1 hexane/EtOAc) to afford the compound 12j (15.8 mg, 35%) as a pale yellow solid. TLC: Rf 0.41 (1:1 hexane/EtOAc). mp: 188190 oC. 1H-NMR (400 MHz, CDCl3) delta 8.89 (d, 1H, J = 1.6 Hz), 8.85 (d, 1H, J = 1.6 Hz), 8.11 (d, 1H, J = 8.8 Hz), 8.07 (d, 1H, J = 1.6 Hz), 7.76 (dd, 1H, J = 8.8 Hz, J = 1.6 Hz), 7.73 (t, 1H, J = 8.0 Hz), 7.63 (d, 1H, J = 8.0 Hz), 7.47 (d, 2H, J = 8.0 Hz), 7.13-7.08 (m, 3H), 2.32 (s, 3H), 2.19 (s, 3H). 13C-NMR (100 MHz, CDCl3) delta 158.3, 149.2, 146.3, 145.9, 145.8, 143.0, 142.8, 139.1, 138.4, 132.7, 132.1, 131.6, 131.2, 129.5, 128.8, 127.8, 127.5, 123.7, 115.7, 23.8, 21.4. HRMS (ESI) calcd. for C23H19N6 (M+H): 379.1666; found 379.1671

As the paragraph descriping shows that 50998-17-9 is playing an increasingly important role.

Reference£º
Article; Li, Fei; Park, Yunjeong; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry Letters; vol. 23; 4; (2013); p. 1083 – 1086;,
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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 8 Preparation of 3-(4-fluoro xaline-2-carboxamide (1) [00640] Ethyl 3-chloroquinoxaline-2-carboxylate (473.3 mg, 2.0 mmol), 4-fluorophenol (448.4 mg, 4.0 mmol) and Cs2C03 (1.30 g, 4.0 mmol) in NMP (5 mL) was stirred at 80 C for 16 hours. The reaction mixture was poured into water and the pH adjusted to 4 with aqueous IN HCl. The resulting precipitate was filtered off, taken up in MeOH (3 mL). Water (0.3 mL) and NaOH (320.0 mg, 8.00 mmol) were added and the reaction mixture was stirred at 40 C for 1 hour. The reaction mixture was diluted with IN HCl. The resulting precipitate was filtered, washed with ether, and dried to give 3-(4- fluorophenoxy)quinoxaline-2-carboxylic acid (120 mg, 21%) as a white solid. ESI-MS m/z calc. 284.06, found 285.3 (M+l)+; Retention time: 1.29 minutes (3 minutes run).

As the paragraph descriping shows that 49679-45-0 is playing an increasingly important role.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara, Sabina; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; BEAR, Brian, Richard; TERMIN, Andreas, P.; JOHNSON, James, Philip; WO2014/120815; (2014); A1;,
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32601-86-8, 2-Chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example M: Preparation of N-[3-(bromomethyl)quinoxalin-2-yl]-N- (cyclopentylmethyl)ethylamine Step 1 :A suspension of 2-chloro-3-methylquinoxaline (500 mg, 2.8 mmol), N-(cyclopenthylmethyl)- N-ethylamine (900 mg, 7.1 mmol), potassium carbonate (970 mg, 7.0 mmol) in toluene (2.5 mL) is stirred at 150 0C for 14 hours. The reaction mixture is cooled to room temperature, diluted with water and ethyl acetate. The organic layer is washed with brine, dried over magnesium sulfate, filtered and concentrated. The crude product is purified by reverse phase HPLC (0.1% TFA to acetonitrile) to give N-(3-methylquinoxalin-2-yl)-N- (cyclopentylmethyl)ethylamine.1H-NMR (400MHz, CDCI3), delta (ppm): 1.15-1.20 (m, 2H), 1.19 (t, 3H), 1.45-1.73 (m, 8H), 2.21 (m, 1 H), 2.69 (s, 3H), 3.37 (d, 2H), 3.39 (q, 2H), 7.47 (ddd, 1 H), 7.55 (ddd, 1 H), 7.79 (dd, 1 H), 7.86 (dd, 1 H).

The synthetic route of 32601-86-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/128568; (2007); A1;,
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49679-45-0, Ethyl 3-chloroquinoxaline-2-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under electromagnetic stirring, add compound 2 (1.5g, 6.36mmol), p-methoxyaniline (1.56g, 12.7mmol) and ethanol (15mL) to a 50mL round-bottom flask in sequence, and heat to 80 under nitrogen protection The reaction was stirred at for 22h (TLC monitored the progress of the reaction, developing agent: V ethyl acetate: V petroleum ether = 1: 4), after the reaction was completed, it was cooled to room temperature, filtered with suction and washed with absolute ethanol (2 ¡Á 10mL) After drying, 1.29 g of a brick red solid of compound 4a was obtained.

The synthetic route of 49679-45-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangxi Normal University; Su Guifa; Chen Nanying; Pan Chengxue; Yuan Jingmei; Gu Ziyu; (37 pag.)CN110981819; (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.1593-08-4,2-Formylquinoxaline,as a common compound, the synthetic route is as follows.

This procedure is based on our previous report27 and vogels procedure36. To a conical flask containing NaOH solution (1.5eq, 10 mL H2O) was added substituted acetophenones (1mmole) in ethanol (10 mL), and the reaction mixture was stirred for 10 minutes to allow enolate formation, to this was added quinoxaline-2- carbaldehyde 1 (1mmole) and the reaction mixture was stirred till completion. After completion of the reaction, as monitored by TLC the reaction mixture was poured in an ice bath and was acidified using conc. HCl. The solid obtained was then filtered, dried and recrystallized using Ethanol. The quinoxalinyl chalcone 2a-n were then characterized using IR, NMR (1H, 13C) and HR-MS spectroscopy. The purity was checked by HPLC measurements using mobile phase consisting methanol and water in the ratio 90:10.

As the paragraph descriping shows that 1593-08-4 is playing an increasingly important role.

Reference£º
Article; Desai, Vidya; Desai, Sulaksha; Gaonkar, Sonia Naik; Palyekar, Uddesh; Joshi, Shrinivas D.; Dixit, Sheshagiri K.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2174 – 2180;,
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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.

General procedure: To the resin 13 (560 mg) in DMF (2.5 mL) were added a solutionof the appropriate Fmoc-protected amino acid (see Tables 1-3)(0.3 M), PyBOP (0.3 M) and HOBt (0.3 M) in dry DMF (4.2 mL). Thesuspensions were stirred for 3 min and then DIPEA (0.6 M) wasadded. The suspensions were stirred for 3 h under an argon atmosphereat rt. The resins were washed successively with DCM(150 mL), MeOH (120 mL), DCM (75 mL) and dried overnight undervacuum to give resins 14, each bearing an appropriate Fmoc-protectedamino acid. To the resins 14 (161 mg, 0.13 mmol) wereadded a solution of piperidine (20%, v/v) in DCM (2.1 mL) and themixtures were stirred for 1 h at rt. After filtration, the resins werewashed successively with DCM (50 mL), MeOH (45 mL), DCM(25 mL) and dried under vacuum to give resins 15. Portions(65 mg) of resins 15 were placed in reactor wells (12 mL) of anautomated synthesizer reaction block (40-well format) (AdvancedChemTech). To each well was added a solution of appropriate carboxylicacid (see Tables 1-3) (0.3 M), PyBOP (0.3 M) and HOBt 6-Cl(0.3 M) and DIPEA (0.6 M) in dry DMF (2 mL). The suspensionswere vortexed at 300 rpm over a period of 5 h under an argonatmosphere. The wells were then filtered to remove the reactivesolution from the resins 16 and washed successively with THF,DCM, MeOH and DCM.

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

Reference£º
Article; Talbot, Amelie; Maltais, Rene; Kenmogne, Lucie Carolle; Roy, Jenny; Poirier, Donald; Steroids; vol. 107; (2016); p. 55 – 64;,
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