Day: November 4, 2020

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

(1) To a solution of ethyl 3-chloroquinoxaline-2-carboxylate (see J. Chem. Soc. 1945, 622; 12.3 g, 52.0 mmol) and triethylamine (8.70 mL, 62.4 mmol) in N,N-dimethylformamide (52 mL) was added aqueous dimethylamine (50%, 6.60 mL, 62.7 mmol) at room temperature. After being stirred for 3 hour at room temperature, the reaction mixture was poured into water (500 mL), and the mixture was extracted with ethyl acetate (2000 mL). The organic layer was washed with water, dried over sodium sulfate, filtrated and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give ethyl 3-(dimethylamino)quinoxaline-2-carboxylate as a pale yellow oil (12.6 g, 99%). MS (APCI): m/z 246 (M+H).

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; Kawanishi, Eiji; Matsumura, Takehiko; US2011/160206; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55687-23-5,6-Fluoroquinoxalin-2(1H)-one,as a common compound, the synthetic route is as follows.

55687-23-5, A solution of 6-fluoroquinoxalin-2(1H)-one & 7-fluoroquinoxalin-2(1H)-one (3 g, 18.28 mmol) in POCl3 (20 ml) was refluxed for 3 h. The solvent was evaporated under reduced pressure and the residue was diluted with cold water. The aqueous solution was basified by solid sodium carbonate and extracted with ethyl acetate. The combine organic layer was dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to get crude compound. The crude compound was purified by silica gel chromatography (20% ethyl acetate in pet ether) to afford regioisomers as a mixture. The above mixture was separated by SFC purification to afford 2-chloro-6-fluoroquinoxaline (0.75 g, 44%) and 2-chloro-7-fluoroquinoxaline (0.65 g, 38%) as white solid. 2-chloro-6-fluoroquinoxaline: 1H NMR (400 MHz, DMSO-d6): delta ppm 8.75 (s, 1H), 8.14-8.11 (d, J=12 Hz, 1H), 7.67-7.64 (d, J=12 Hz, 1H), 7.59-7.54 (m, 1H); 19F NMR: delta ppm -107.15 (1F).

As the paragraph descriping shows that 55687-23-5 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P. V. K. Suresh; Scola, Paul Michael; US2013/115190; (2013); A1;,
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6344-72-5,6344-72-5, 6-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Methylquinaxoline (100 g, 0.69 mol) was heated in a sealed tube to 160 0C and was then added selenium dioxide (100 g, 0.90 mol). The sealed tube was then stirred at 160 0C for 3 days, then allowed to cool to room temperature. The contents solidified and were dissolved in dichloromethane. Solids were filtered through a celite/silica gel cake. The cake was washed with dichloromethane and washes were combined and concentrated to give a pinkish solid, which was washed with hexane and then dried under vacuum to give quinoxaline-6- carbaldehyde as a white solid (50.5 g, contained ca. 10% of 6-methylquinaxoline).

6344-72-5 6-Methylquinoxaline 242567, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); 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

49679-45-0, Step G (Compound 7) [00142] Compound 6 (1.6 g. ) was dissolved in ethanol (32.0 ml. ). The reaction mixture was cooled to approximately-50 degrees via an acetone/dry ice bath. Ammonia (g) was bubbled into the solvent for approximately 30 seconds and the glass vessel was capped. The bath was removed and the reaction mixture was allowed to gradually rise to room temperature where it was stirred overnight. The reaction mixture was re-cooled to-50 degrees (as above) and the glass vessel was opened. After allowing to warm to room temperature, the solid product was collected by filtration. After washing with a small amount of cool ethanol, the product was dried under reduced pressure. Yield: 720 mg. , approximately 52%. 1H NMR (500 MHz, CDC13) 5 8.16 (d, 1H), 8.08 (d, 1H), 7.97-7. 87 (m, 2H).

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

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/56547; (2005); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55687-05-3,2,5-Dichloroquinoxaline,as a common compound, the synthetic route is as follows.

EXAMPLE 2 Preparation of 4-N’,N’-dimethylamino-N-(5-chloro-2-quinoxalinyl)benzenesulfonamide A suspension of sodium hydride (60%, 114 mg, 2.85 mmol) in N,N-dimethylformamide (10 ml) under nitrogen at room temperature was treated with p-dimethylaminobenzenesulfonamide (214 mg, 1.07 mmol), and after stirring one hour, solid 2,5-dichloroquinoxaline (231 mg, 1.16 mmol) was added. After stirring overnight, the reaction mixture was poured into water (100 ml) and the pH adjusted to 3-4 by the addition of 1N hydrochloric acid solution. The resulting precipitate was collected, dried and purified by silica gel flash chromatography (EtOAc/hexanes/THF) to yield the title product (56 mg, 14%) as a solid. Analysis of the title compound gave the following results: 1 H NMR (300 MHz, d6 -DMSO)delta2.92(s, 6H, CH3), 6.72 (d, 2H, J=7.8 Hz, Ar-H), 7.68-7.84 (overlapping multiplets, 3H, Ar-H), 7.85 (d, 2H, J=8.0 Hz, Ar-H), 8.61 (s, 1H, Ar-H), 11.78(s, 1H, exchanges with D2 O, NH); IR(KBr) 1600, 1582, 3.448, 1148 and 1089 cm-1; FDMS(DMSO) m/e=362, 364 (M+). Analysis of C16 H15 ClN4 O2 S: Theory: C, 52.96; H, 4.17; N, 15.44. Found: C, 53.17; H, 4.30; N, 15.30., 55687-05-3

55687-05-3 2,5-Dichloroquinoxaline 10679487, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Eli Lilly and Company; US5529999; (1996); 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.

Weighing 2.2mmol (0.348g) quinoxaline-2- formaldehyde in 100 ml flask in three adding proper amount of anhydrous ethanol, heating to reflux, using a 100 ml beaker weighing 1mmol (0.227g) N-ethyl -3,6-diamino-carbazole, adding an amount of ethanol and heating, the in-by-drop in the flask, will soon have the yellow flocculent solid precipitated, the drop finishes, continue to reflux reaction 5h. After the reaction, to take advantage of heat filtering, product a plurality of times with hot ethanol washing, drying, obtain raphide 0.43 g. In accordance with the aforesaid containing structural unit and diphenylenimine quinozaline the molecular structure of the target derivative., 1593-08-4

The synthetic route of 1593-08-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Suzhou University of Science and Technology; Qian, Yong; Chen, Wenjing; (5 pag.)CN105348269; (2016); A;,
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6924-66-9, Quinoxaline-5-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6924-66-9, PyBOP (156 mg, 300 muiotaetaomicronIota) was added to a mixture of quinoxaline-5-carboxylic acid (50.0 mg, 95 % purity, 273 muiotaetaomicronIota), 9-amino-2-(2-chloro-4-fluorophenyl)-2-azaspiro[5.5]undecan-1 -one (isomer 1 , Intermediate I62) (1 17 mg, 80 % purity, 300 muiotaetaomicronIota) and N,N-diisopropylethylamine (190 muIota, 1 .1 mmol) in DMF (2.8 ml) and the mixture was stirred for 5 h at room temperature. For work-up, the reaction mixture was concentrated and the residue was purified by flash chromatography (dichloromethane/methanol gradient, 0% -> 10% methanol) to give after trituration with methanol the title compound (45 mg).LC-MS (Method 1 ): Rt = 1 .19 min; MS (ESIpos): m/z = 467 [M+H]+1H-NMR (400 MHz, CHLOROFORM-d) delta [ppm] : 0.000 (6.00), 1.500 (16.00), 1.522 (1 16)1.532 (1.31), 1.540 (1.24), 1.550 (1.78), 1 560 (1 39), 1 568 (1 31) 1.578 (1 28), 1 592 (0 63)1.600 (0.57), 1.609 (0.49), 1.683 (1.07), 1 690 (1 09), 1 718 (1 20) 1.724 (1 26), 1 802 (1 09)1.809 (1.01), 1.837 (1.28), 1.843 (1.21), 1 892 (0 52), 1 904 (0 71) 1.920 (1 15), 1 927 (1 38)1.939 (1.65), 1.950 (2.10), 1.973 (3.19), 1 980 (1 79), 1 997 (1 21) 2.010 (1 63), 2 018 (2 38)2.044 (1.85), 2.055 (1.64), 2.068 (1.62), 2 078 (1 23), 2 089 (2 00) 2.099 (2 12), 2 117 (1 87)2.149 (1.86), 2.159 (1.59), 2.166 (1.37), 2 176 (1 05), 2 182 (1 06) 2.199 (1 86), 2 209 (1 45)2.233 (0.84), 2.242 (0.64), 3.417 (0.91), 3 431 (1 72), 3 447 (2 02) 3.462 (2 13), 3 475 (2 12)3.491 (1.41), 3.505 (0.65), 4.068 (0.47), 4 077 (0 49), 4 085 (0 89) 4.096 (1 13), 4 105 (0 89)4.114 (1.12), 4.124 (0.86), 4.142 (0.45), 6 931 (1 58), 6 938 (1 71) 6.951 (1 97), 6 953 (2 21)6.958 (2.18), 6.960 (2.43), 6.973 (1.84), 6 980 (1 97), 7 129 (3 74) 7.134 (3 68), 7 141 (4 30)7.143 (4.53), 7.151 (3.42), 7.154 (3.87), 7 161 (3 63), 7 165 (3 30) 7.180 (0 47), 7 840 (3 12)7.859 (3.92), 7.860 (4.21), 7.879 (3.46), 8 186 (3 53), 8 190 (3 76) 8.207 (3 23), 8 211 (3 17)8.813 (6.84), 8.817 (7.40), 8.840 (3.59), 8 844 (3 65), 8 859 (3 43) 8.863 (3 30), 8 902 (7 05)8.907 (6.43), 10.321 (1.64), 10.340 (1.64)

As the paragraph descriping shows that 6924-66-9 is playing an increasingly important role.

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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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.

1204-75-7, Step E (Compound 5) [00138] 3-Hydroxy-2-quinoxalinecarboxylic acid (2.86 g. /15.0 mmol. ) was suspended in ethanol (75 ml. ). Added (slowly.) was concentrated sulfuric acid (5.0 ml. ) and the reaction mixture was allowed to stir at room temperature overnight. The precipitated product was filtered off and dried under reduced pressure. No further purification, material used as is. Yield: 2.15 g. LC/MS data-Retention time: 1.89 min. in 10-90 gradient. MS+: 219.2.

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; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/56547; (2005); A2;,
Quinoxaline – Wikipedia
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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.

1593-08-4, 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.

The synthetic route of 1593-08-4 has been constantly updated, and we look forward to future research findings.

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;,
Quinoxaline – Wikipedia
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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.

49679-45-0, 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). 4.1.1.1. Ethyl 3-(phenylethynyl)quinoxaline-2-carboxylate (2a) Yellowsolid; mp 109 C. 1H NMR (200 MHz, CDCl3) = delta (ppm) 1.48 (t,J = 7.1 Hz, 3H), 4.60 (q, J = 7.1 Hz, 2H), 7.37-7.43 (m, 3H), 7.66-7.69(m, 2H), 7.77-7.88 (m, 2H), 8.11-8.20 (m, 2H). 13C NMR (50 MHz,CDCl3) = delta (ppm) 14.2, 62.6, 86.1, 96.0, 121.5, 128.4 (3), 128.8, 129.7(2), 131.1, 132.2, 132.3, 137.2,139.3, 142.3, 146.1, 164.4. Anal. Calcd forC19H14N2O2: C, 75.48; H, 4.67; N, 9.27. Found: C, 75.71; H, 4.52; N,9.21.

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

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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