Day: November 20, 2020

32601-86-8, 2-Chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0201] H3C CH3 H3C CH3 boronic acid, 1.68 g of potassium carbonate, 0.049 g of tri(otolyl)phosphine, 20 mL of toluene, 5 mL of ethanol, and 6 mL of water were put in a three-neck flask equipped with a reflux pipe, and the air in the flask was replaced with nitrogen. The inside of the flask was degassed under reduced pressure, 0.018 g of palladium acetate was added thereto, and the mixture was heated at 80 C for 19 hours. Then, water was added to this solution, and the organic layer was extracted with toluene. The obtained organic layer was washed with water and saturated saline, and was dried with magnesium sulfate. The solution obtained by the drying was filtered. The solvent of this solution was distilled off, and then the obtained residue was purified by flash column chromatography using hexane and ethyl acetate in a volume ratio of 5: 1 as a developing solvent to give a target quinoxaline derivative as pale pink powder in a yield of 67 %). Synthesis Scheme (c-1) of Step 1 is shown below.

32601-86-8, As the paragraph descriping shows that 32601-86-8 is playing an increasingly important role.

Reference£º
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; INOUE, Hideko; YAMAGUCHI, Tomoya; SEO, Hiromi; TAKAHASHI, Tatsuyoshi; SEO, Satoshi; WO2014/199842; (2014); A1;,
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55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of tert-butyl (2S)-2-[5-(2-chloropyrimidin-5-yl)-1 H-imidazol-2-yl]pyrrolidine-1-carboxylate (0.11 g, 0.33 mmol), obtained from Preparation 101 , in dry dioxane (2 mL), was added hexamethylditin (0.11 g, 0.33 mmol), followed by Pd(PPh3)4 (0.095 g, 0.082 mmol). The reaction mixture was degassed and then heated to reflux for 2 hours. After this time, it was cooled to room temperature and diluted with ethyl acetate (20 ml_). The organic phase was washed with saturated ammonium chloride solution (20 ml_), water (20 ml_) and brine (20 ml_); then dried over anhydrous sodium sulphate, filtered and the solvent was removed in vacuo. The residue was dissolved in DMF (2 ml_) and 6-bromo-2-chloroquinoxaline (0.088 g, 0.33 mmol), obtained from Preparation 30, was added, followed by cesium fluoride (0.09 g, 0.59 mmol), copper (I) chloride (0.033 g, 0.33 mmol) and Pd(PPh3)4 (0.095 g, 0.082 mmol). The reaction mixture was degassed and stirred at 1100C for 3.5 hours. It was then allowed to cool to room temperature and was diluted with ethyl acetate (20 ml_). The resulting suspension was washed with 0.88 ammonia solution (50 ml_) and the aqueous phase was back extracted with more ethyl acetate (4 x 20 ml_). The combined organic phases were dried over anhydrous sodium sulphate, filtered and the solvent was removed in vacuo. The crude material was purified by chromatography on silica gel (ethyl acetate: heptane 1 :5 to 1 :1 to ethyl acetate: methanol 95:5) to afford the title compound as a bright yellow solid (80 mg).LCMS (run time = 4.5 min): Rt = 2.76 min; m/z 522; 524 [M+H]+., 55687-02-0

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); A1;,
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6344-72-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6344-72-5,6-Methylquinoxaline,as a common compound, the synthetic route is as follows.

A suspension of 3,4-diaminotoluene (50.0 g; 0.409 mol.) and glyoxal (40% aq. soln.; 52.0 mL; 0.450 mol.) in water (150 mL) and CH3CN (20.0 mL) was heated to 60 0C for 1 h. Heating was then discontinued and brine (100 mL) was added. The solution was extracted with EtOAc (3 x 150 mL) and the combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo. Purification via distillation under reduced pressure (1200C, 10 torr) provided 6-methylquinoxaline (48.0 g, 81 %) as a clear, colorless oil. 1 H NMR (400 MHz, CDCl3) delta ppm 2.61 (s, 3 H) 7.61 (dd, J=8.59, 1.77 Hz, 1 H) 7.88 (s, 1 H) 8.00 (d, J=8.59 Hz, 1 H) 8.79 (dd, J=9.85, 1.77 Hz, 2 H) MS(ES+) m/e 145 [M+H]+. A suspension of 6-methylquinoxaline (8.O g; 0.055 mol.) and selenium dioxide (6.77 g; 0.061 mol.) in 1 ,4-dioxane (5.0 mL) was irradiated at 2000C 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 CH2CI2, 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 CH2CI2 provided quinoxaline-6-carbaldehyde (40.0 g, 91%) as a white solid. 1H NMR EPO (400 MHz, CDCI3) delta ppm 10.25 (s, 1 H) 8.95 (s, 2 H) 8.57 (d, J=1.3 Hz, 1 H) 8.24 (dd, J=8.6, 1.5 Hz, 1 H) 8.20 (d, J=8.6 Hz, 1 H). MS(ES+) m/e 159 [M+H]+.

The synthetic route of 6344-72-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/127458; (2006); A2;,
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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.

General procedure: The following compounds were prepared following a reductive amination procedure like the one described for the preparation of product 11 starting from the corresponding amine and methylketone intermediates using triethyl amine, sodium cyanoborohydride and titanium tetraisopropoxide in DCM. Changes of solvent, reductant are mentioned inTable B below., 83570-42-7

The synthetic route of 83570-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; TRABANCO-SUAREZ, Andres, Avelino; ALCAZAR-VACA, Manuel, Jesus; MARTINEZ VITURRO, Carlos, Manuel; TRESADERN, Gary, John; ZHANG, Wei; CHEN, Gang; (212 pag.)WO2018/109202; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6924-66-9,Quinoxaline-5-carboxylic acid,as a common compound, the synthetic route is as follows.

6924-66-9, PyBOP (164 mg, 315 muiotaetaomicronIota) was added to a mixture of 8-amino-2-(2-chloro-4,6-difluorophenyl)- 2-azaspiro[4.5]decan-1 -one (isomer 1 , intermediate I56) (150 mg, 55 % purity, 262 muiotaetaomicronIota), quinoxaline-5-carboxylic acid (57.1 mg, 328 muiotaetaomicronIota) and N,N-diisopropylethylamine (230 muIota, 1 .3 mmol) in DMF (2.9 ml) and the mixture was stirred over night at room temperature. For workup, the reaction mixture was concentrated and the residue was purified by preparative HPLC to give the title compound 61 .3 mg (49 % yield). LC-MS (Method 1): Rt= 1.17 min; MS (ESIpos): m/z = 471 [M+H]+1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 1.485 (0.75), 1.498 (0.85), 1.515 (2.19), 1.527 (2.38), 1.546 (2.66), 1.557 (2.60), 1.576 (1.35), 1.588 (1.22), 1.700 (5.70), 1.709 (5.70), 2.028 (2.94), 2.036 (3.07), 2.060 (2.85), 2.067 (2.63), 2.187 (3.41), 2.204 (6.95), 2.221 (4.07), 2.327 (1.88), 2.523 (4.79), 2.665 (1.41), 2.669 (1.91), 2.673 (1.41), 3.511 (1.03), 3.530 (2.32), 3.535 (2.00), 3.552 (2.88), 3.570 (1.41), 3.621 (1.47), 3.637 (2.60), 3.655 (1.91), 3.661 (2.16), 3.679 (0.97), 3.896 (1.16), 3.906 (1.44), 3.916 (1.19), 3.925 (1.41), 3.935 (1.13), 7.507 (1.47), 7.514 (2.07), 7.530 (2.22), 7.538 (4.04), 7.545 (3.19), 7.549 (3.01), 7.556 (2.54), 7.561 (3.13), 7.567 (3.23), 7.578 (1.78), 7.961 (3.57), 7.981 (5.01), 8.000 (4.26), 8.255 (4.76), 8.258 (4.85), 8.275 (4.23), 8.279 (4.07), 8.428 (4.60), 8.431 (4.54), 8.446 (4.32), 8.449 (3.98), 9.078 (16.00), 9.079 (15.72), 9.763 (3.66), 9.782 (3.60)

6924-66-9 Quinoxaline-5-carboxylic acid 776833, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BUCHGRABER, Philipp; EIS, Knut; WAGNER, Sarah; SUeLZLE, Detlev; VON NUSSBAUM, Franz; BENDER, Eckhard; LI, Volkhart, Min-Jian; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philipp; (248 pag.)WO2018/78005; (2018); A1;,
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1865-11-8, Methyl quinoxaline-2-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of freshly prepared saturated aqueous ammonia (20mL) and 2-quinoxalinecarboxylate (115mg, 0.612 mmol) was stirred at room temperature for 18 hours. The solution was then evaporated under reduced pressure to yield the product as an off-white solid in quantitative yield. Elemental analysis calcd (percent) for C9H7N3O (173.06): Calc. C 62.40 H 4.07 N 24.26; found: C 62.40 H 4.11 N 23.94. 1H NMR (400 MHz, d6-DMSO): δ (ppm) 9.439 (s, 1H, H5), 8.237 (dd, J1-2 = 8 Hz, J1-3 = 2 Hz, 1H, H1), 8.194 (dd, J4-3 = 8 Hz, J4-2 = 0.8 Hz, 1H, H4), 7.997 (q-br, J2/3-3/2/1/4 = 10 Hz, 2H, H2/3)., 1865-11-8

As the paragraph descriping shows that 1865-11-8 is playing an increasingly important role.

Reference£º
Article; Cowan, Matthew G.; Miller, Reece G.; Brooker, Sally; Supramolecular Chemistry; vol. 27; 11-12; (2015); p. 780 – 786;,
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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 (301 mg, 1.00 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (228 mg, 1.20 mmol) to afford the desired title compound (255 mg, yield 54%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.82 (1H, brs), 9.48 (1H, brs), 7.86 (1H, t, J=7.2 Hz), 7.78 (2H, d, J=7.2 Hz), 7.64 (1H, t, J=5.6 Hz), 7.38 (2H, m), 7.18 (2H, m), 4.90 (1H, dd, J=12.4 Hz, 6.0 Hz), 4.84 (1H, m), 4.02-3.90 (2H, m), 3.57-3.20 (2H, m), 2.05 (4H, m), 1.55 (1H, m), 0.95 (6H, d, J=4.8 Hz). LCMS (ESI, m/z): 474 (M+H)+., 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.32601-86-8,2-Chloro-3-methylquinoxaline,as a common compound, the synthetic route is as follows.

To a solution of 2-chloro-3-methylquinoxaline L [45] (1.0 g, 5.6mmol) and 2,4-dichloroaniline (0.91 g, 5.6mmol) in anhydrous DMF (10mL), Cs2CO3 (1.82 g, 5.6mmol) was added under inert atmosphere. The mixture was stirred at 70C for 24h. After cooling, water then CH2Cl2 were added. The organic layer was then washed five times with water and dried with Na2SO4. After filtration and evaporation, the resulting solid was purified by silica gel column chromatography (eluent: Petroleum Ether/CH2Cl2 7/3 then 1/1) to afford N-(2,4-dichlorophenyl)-3-methylquinoxalin-2-amine. Yield 19%. White powder. mp 152C. 1H NMR (250MHz, CDCl3) delta=9.06 (d, J=9.0 Hz, 1H), 7.90 (d, J=8.2 Hz, 1H), 7.83 (d, J=8.2 Hz, 1H), 7.67-7.57 (m, 1H), 7.57-7.30 (m, 4H), 2.78 (s, 3H). 13C NMR (63MHz, CDCl3) delta=147.5, 145.2, 140.4, 138.0, 135.3, 129.6, 128.8, 128.4, 128.0, 127.6, 127.0, 126.4, 123.2, 121.4, 21.1. LC-MS (ESI, 35 eV): tR=5.49min, m/z 304 [M+H]+., 32601-86-8

As the paragraph descriping shows that 32601-86-8 is playing an increasingly important role.

Reference£º
Article; Desroches, Justine; Kieffer, Charline; Primas, Nicolas; Hutter, Sebastien; Gellis, Armand; El-Kashef, Hussein; Rathelot, Pascal; Verhaeghe, Pierre; Azas, Nadine; Vanelle, Patrice; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 68 – 86;,
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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

EXAMPLE 15 2-[(Propylamino)(propylimino)methylthio]-3-quinoxalinecarboxylic acid ethyl ester, hydrochloride 2-Chloro-3-quinoxalinecarboxylic acid ethyl ester (3.551 g., 0.015 mole) and 2.405 g. (0.015 mole) of 1,3-di-n-propylthiourea were dissolved in acetone and heated at reflux for 11/2 hours. The solution was concentrated to a volume of 50 ml. and cooled. A small amount of solid was removed by filtration. The filtrate was further concentrated to a volume of 25 ml. and ether was added to turbidity. After the reaction mixture had been cooled the yellow solid was collected by filtration to give 2.77 g. (46.6%) of the product, m.p. 129-130 C. 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, 54.42; H, 6.50; N, 14.12; Cl, 8.87; S, 8.07., 49679-45-0

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

Reference£º
Patent; American Home Products Corporation; US4349674; (1982); A;,
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879-65-2, 2-Quinoxalinecarboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,879-65-2

Thionyl chloride (1 mL) was added to a solution of 2-quinoxalinecarboxylic acid (125 mg, 0.718 mmol) in methanol (20 mL). The resulting solution was stirred for 3 hours and evaporated to dryness under reduced pressure. The resulting off-white solid was collected (115 mg, 85percent). 1H NMR (400 MHz, CDCl3): delta (ppm) 9.567 (s, 1H, H5), 8.342 (dd, J1-2 = 8 Hz, J1-3 2 Hz, 1H, H1), 8.284 (dd, J4-3 = 8Hz, J4-2 = 0.8 Hz, 1H, H4), 7.938 (q-br, J2/3-3/2/1/4 = 8.4 Hz 2H, H2/3).

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

Reference£º
Article; Cowan, Matthew G.; Miller, Reece G.; Brooker, Sally; Supramolecular Chemistry; vol. 27; 11-12; (2015); p. 780 – 786;,
Quinoxaline – Wikipedia
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