Heterocyclic Building Blocks-quinoxaline

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

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.2427-71-6,6-Chloro-2(1H)-quinoxalinone,as a common compound, the synthetic route is as follows.

EXAMPLE 6 1-Carboxymethyl-6-chloroquinoxaline-2,3(1H,4H)-dione In accordance with the procedure described in example 1 the title compound was prepared starting from 6-chloroquinoxalin-2(1H)-one (Heterocycles, 23, (1985), 143). M.p. 318-19 C. 1 H-NMR (DMSO-d6):delta4.88 (s, 2H), 7.30-7.40 (m, 3H), 12.25 (s, 1H), 13.32 (br.s, 1H). Analysis: Calculated for C10 H7 N2 ClO4: C, 47.17; H, 2.77; N, 11.00; Cl, 13.92%. Found: C, 47.12; H, 2.79; N, 10.96; Cl, 13.89%., 2427-71-6

The synthetic route of 2427-71-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Novo Nordisk A/S; US5166155; (1992); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36856-91-4,2-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

To a stirred mixture of N-[(dimethylamino)methylidene]-4-[fra ,-2-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)cyclopropyl]benzenesulfonamide (Intermediate 12) (30 mg, 0.079 mmol) and 2-bromoquinoxaline (29 mg, 0.139 mmol) in toluene (0.79 mL) were added cataCXium A-Pd-G2 [2′-(dimethylamino)-2-biphenyl-palladium(II)-chloride di(l-adamantyl)- ft-butylphosphine complex] (5.3 mg, 0.0079 mmol) and potassium phosphate tribasic (1 M in water, 0.24 mL, 0.24 mmol) sequentially. The resulting mixture was allowed to stir at 100 C for 18 h then allowed to cool to ambient temperature. Ethyl acetate (3 mL) and water (0.5 mL) were added and the mixture was filtered through celite. The filtrate was concentrated to remove organic solvent and the residue was treated with hydrazine hydrate (50-60%, 1 mL) and ethanol (0.5 mL), sonicated for 90 min, then concentrated to dryness. The residue was purified by preparative HPLC, eluting with a gradient of acetonitrile:water:trifluoroacetic acid – 10:90:0.1 to 95:5:0.1. The product-containing fractions were concentrated under reduced pressure to give the title compound. MS: mlz = 326.2 [M+H]. XH NMR (500 MHz, DMSO-c): delta 9.02 (s, 1 H); 8.05 (d, J= 8.3 Hz, 1 H); 8.00 (d, J= 8.3 Hz, 1 H); 7.83 (m, 1 H); 7.82-7.70 (m, 3 H); 7.45 (d, J Hz, 2 H); 7.30 (s, 2 H); 2.86 (m, 1 H); 2.74 (m, 1 H); 1.97 (m, 1 H); 1.78 (m, 1 H)., 36856-91-4

36856-91-4 2-Bromoquinoxaline 582225, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; CROWLEY, Brendan, M.; BELL, Ian, M.; HARVEY, Andrew John; SHIPE, William, D.; LEAVITT, Kenneth, J.; SANDERS, John, M.; GUIADEEN, Deodial, G.; SUEN, Linda, M.; GRESHOCK, Thomas, J.; RADA, Vanessa, L.; (75 pag.)WO2018/85171; (2018); A1;,
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1593-08-4, 2-Formylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 67 1-[(2S,3S)-3-(N2 -Quinoxalin-2-ylmethyl-L-asparaginyl)-amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide 50 mul (0.36 mmol) of triethylamine and 27 mg (0.42 mmol) of sodium cyanoborohydride were added, whilst ice-cooling, to a solution of 300 mg (0.60 mmol) of 1-[3-(L-asparaginyl)amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide hydrochloride and 115 mg (0.72 mmol) of 2-formylquinoxaline in 3 ml of methanol, and the resulting mixture was stirred at room temperature for 20 hours. The progress of reaction was then stopped by adding 0.60 ml of 1N aqueous hydrochloric acid, and the solvent was removed by distillation under reduced pressure. The resulting residue was extracted with ethyl acetate. The organic extract was then washed with a 5% w/v aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order, after which it was dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure, and the residue was purified by preparative thin layer chromatography, using a 16:4:1 by volume mixture of chloroform, methanol and 33% v/v aqueous acetic acid as the developing solvent, to give 76 mg of the title compound as a yellow powder, melting at 116-119 C. Elemental analysis: Calculated for C32 H41 N7 O5.1.25H2 O (molecular weight: 626.22): C, 61.37%; H, 7.00%; N, 15.66%. Found: C, 61.64%; H, 7.41%; N, 15.02%. Mass spectrum (m/z): 590, 503, 429, 327, 228, 163, 133, 70. Infrared Absorption Spectrum (KBr), numax cm-1: 3338, 1668, 1513., 1593-08-4

1593-08-4 2-Formylquinoxaline 594088, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; Sankyo Company, Limited; US5629406; (1997); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53967-21-8,6-(Bromomethyl)quinoxaline,as a common compound, the synthetic route is as follows.

6-{4-[2-(4-tert-Butyl-phenyl)-imidazo[1,2-a]pyridin-5-yl]-piperazin-1-ylmethyl}-quinoxaline: 2-(4-tert-Butyl-phenyl)-5-piperazin-1-yl-imidazo[1,2-a]pyridine (0.086 g, 0.258 mmol) was dissolved in DMSO (1 mL) and treated with 6-bromomethyl-quinoxaline (0.072 g, 0.323 mmol) followed by diisopropylethylamine (0.046 mL, 0.258 mmol). The mixture was stirred at room temperature overnight and diluted with ethyl acetate (10 mL). The solution was washed with water and saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated under reduced pressure to yield the crude product. Purification by flash silica gel chromatography (40-50% acetone/hexanes) gave 0.0362 g (29%) of the title compound. HPLC (Method B): r.t.=9.6 min., purity 100% at 210-370 nm, 96.0% at 238 nm. HRMS: calcd for C30H32N6+H+, 477.27612; found (ESI, [M+H]+), 477.2786., 53967-21-8

The synthetic route of 53967-21-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wyeth; US2006/270848; (2006); 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: 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).

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

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7251-61-8,2-Methylquinoxaline,as a common compound, the synthetic route is as follows.,7251-61-8

General procedure: Unless otherwise noted, reactions were carried out as following: 2-methylquinolines 1 (2 mmol), PIDA (4 mmol), DMSO(10 mL) were mixed in a sealed microwave tube. The reaction mixture was stirred at 120 C for 30 min under microwave irradiation using a CEM Discover microwave reactor (the highest power: 85 W; run time: 10 min; hold time: 30 min; temperature: 120 C). The resulting reaction mixture was neutralized with saturated aqueous NaHCO3 solution and extracted with Et2O. The combined organic layers were washed with H2O and dried over Na2SO4, then concentrated under reduced pressure. The crude residue was purified by flash chromatographyon silica gel using hexane/EtOAc as eluent.

7251-61-8 2-Methylquinoxaline 23686, aquinoxaline compound, is more and more widely used in various.

Reference£º
Article; Jiang, Long; Huang, Yingyi; Yan, Yiyan; Xie, Yuanyuan; Tetrahedron Letters; vol. 57; 37; (2016); p. 4149 – 4151;,
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108229-82-9, 6-Bromo-2,3-dichloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 1 (2.78 g, 0.01 mol) in acetonitrile (50 mL), anhydrous potassium carbonate (2.0 g) and thiophenol (1.10 g, 0.01 mol) was added. The reaction mixture was heated under reflux for 4 h. After completion of the reaction, the reaction mixture was filtered to remove the potassium carbonate, then the excess of acetonitrile was evaporated under reduced pressure and the residue obtained was dried and purified by a silica gel column chromatography (petroleum ether (60-80C)/ethyl acetate 5 : 0.1, v/v ) to give the product. Yield: 48%; (yellow powder): m.p. 139-141 C; IR (KBr, cm -1 ): 1593 (C=N). 1 H NMR (DMSO-d 6 , delta ,ppm): 7.52-7.77 (m, 8H, Ar-H). 13 C NMR (DMSO-d 6 , delta , ppm): 121.74-140.20 (12Ar-C), 153.83, 154.51(2C=N). MS (m/z), 350 (M + ; 32%), 351 (M + + 1;100%), 352 (M + + 2; 46%), 353 (M + + 3; 37%), 354(M + + 4; 13%). Analysis: calcd. for C 14 H 8 BrClN 2 S(351.65): C, 47.82; H, 2.29; N, 7.97; S, 9.12%;found: C, 48.04; H, 2.47; N, 8.13; S, 9.35%., 108229-82-9

The synthetic route of 108229-82-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Abbas, Hebat-Allah S.; Al-Marhabi, Aisha R. M.; Ammar, Yousry A.; Acta poloniae pharmaceutica; vol. 74; 2; (2017); p. 445 – 458;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39267-04-4,2,3-Dichloro-6-methoxyquinoxaline,as a common compound, the synthetic route is as follows.

39267-04-4, A mixture of 2,3-dichlorobenzenesulfonamide (0.5g) and cesium carbonate (0.72g) was stirred together for 10 minutes in 1-METHYL-2-PYRROLIDINONE (LOML) at rt. Then 2,3- dichloro-6-methoxyquinoxaline (0. Slg) was added and the resulting mixture heated to 100C for 24 hours. The reaction mixture was cooled and then acidified to pH 3 using 2M hydrocloric acid. The product was extracted with ethyl acetate (3x20mL). The combined extracts were dried over anyhdrous magnesium sulfate, filtered and concentrated to give the sub-titled compound as a yellow solid (0.62g).

As the paragraph descriping shows that 39267-04-4 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2005/21513; (2005); A1;,
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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.

Heating a mixture of 2a (495 mg, 2.75 mmol) and Ph2PH (0.48 mL, 2.76 mmol) in the presence of Pd(OAc)2 (0.8 mg, 0.13 mol%) for 2 h at 130C led to a viscous blue-green mass. Extraction of the soluble part with diethyl ether and NMR monitoring in C6D6 identified Ph2P-PPh2, Ph2PCl, 3a and an unknown phosphorus compound (31P signals at d 14.9, 82.2, 12.8 and 5.4 ppm, intensity ratio 84:12:2:2). The insoluble hydrochloride part, 615 mg blue-green powder, was treated with aqueous NaOH/Et2O. The ether phase was dried with Na2SO4 and the ether removed in vacuo to give a brownish-yellow viscous mass (220 mg) with a low content of 3a (relative 31P intensity ca. 20% besides signals of Ph4P2, Ph2PHO and other P compounds). Purification under aerobic conditions by column chromatography on silica gel (ethyl acetate/hexane 95/5%) and removal of solvent gave 180 mg (45%) pale yellow solid 2-aminoquinoxaline. Mp: 156C. 1H NMR (CDCl3) d: 5.03 (vbr s, 2H, NH2), 7.45 (td, 3J = 8.4, 7, 4J = 1.2 Hz, 1H, H-6), 7.61 (td, 3J = 8.4, 7, 4J = 1.2 Hz, 1H, H-7), 7.67 (dd, 3J = 8.4, 4J = 1.2 Hz, 1H, H-8), 7.92 (dd, 3J = 8.4, 4J = 1.2 Hz, 1H, H-5), 8.35 (s, 1H, H-3); these values are in good agreement with the reported data [17]. 13C NMR (CDCl3) d: 125.05 (CH-6), 125.88 (CH-8), 128.83 (CH-5), 137.43 (Cq-4a), 137.78 (CH-3), 130.29 (CH-7), 140.89 (Cq-8a), 151.97 (Cq-2). HRMS (ESI in MeOH): Calc. for C8H7N3 [M+H+] 146.0713; found: 146.0713.

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

Reference£º
Article; Adam, Mohamed Shaker S.; Mohamad, Ahmad Desoky; Jones, Peter G.; Kindermann, Markus K.; Heinicke, Joachim W.; Polyhedron; vol. 50; 1; (2013); p. 101 – 111;,
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