Heterocyclic Building Blocks-quinoxaline

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;,
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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;,
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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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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

83570-42-7 1-(Quinoxalin-6-yl)ethanone 22631249, aquinoxaline compound, is more and more widely used in various fields.

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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13708-12-8, 5-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 A mixture of 10 parts of 5-methylquinoxaline, 10 parts of 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione, 1.7 parts of benzenecarboperoxoic acid and 318 parts of tetrachloromethane was stirred for 16 hours at reflux temperature under 2 lamps of 250 Watt. The reaction mixture was cooled and the organic layer was decanted. The product was filtered off and dried, yielding 15.5 parts (100%) of 5-(bromomethyl)quinoxaline (interm. 1)., 13708-12-8

As the paragraph descriping shows that 13708-12-8 is playing an increasingly important role.

Reference£º
Patent; Janssen Pharmaceutica N.V.; US5028606; (1991); A;,
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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

General procedure: A solution of benzhydrazide (1) (0.172 g, 1.27 mmol) in ethanol(15 mL) was added to a solution of quinoxaline2carbaldehyde(2c) (0.2 g, 1.27 mmol) in ethanol (25 mL). The reaction mixture was refluxed for 10 h, then the solvent was distilled off to 1/4volume, and the formed precipitate was filtered off. The yieldwas 0.31 g (89%), m.p. 224-226 . 1 NMR, : 7.55 (m, 2 );7.61 (m, 1 ); 7.84 (m, 2 ); 7.98 (m, 2 ); 8.10 (m, 2 ); 8.66(s, 1 , (3)); 9.55 (s, 1 , CH=N); 12.2 (br.s, 1 , NH).Found (%): , 69.61; , 4.44; N, 20.22. C16H12N4O. Calculated (%): C, 69.55; H, 4.38; N, 20.28., 1593-08-4

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

Reference£º
Article; Nosova; Chupakhin; Lipunova; Slepukhin; Valova; Charushin; Russian Chemical Bulletin; vol. 63; 6; (2014); p. 1344 – 1349; Izv. Akad. Nauk, Ser. Khim.; vol. 63; 6; (2014); p. 1344 – 1349,6;,
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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 (150 mg, 0.780 mmol), was added to a methylene chloride solution (5.2 ml) of (2S)-1-{4-[(5-chloropyridin-2-yl)oxy]piperidin-1-yl}-3-methyl-1-oxobutan-2-amine dihydrochloride (200 mg, 0.520 mmol), 3-hydroxyquinoxaline-2-carboxylic acid (102 mg, 0.520 mmol), 1-hydroxybenzotriazole monohydrate (84.3 mg, 0.620 mmol) and N-methylmorpholine (0.343 ml, 3.12 mmol), at room temperature, and stirring was carried out at room temperature for 3 days. 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 then 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 (190 mg, yield 76%) as a yellow solid. 1H-NMR (CDCl3, 400 MHz) delta: 12.44 (1H, brs), 10.15 (1H, brs), 8.08 (1H, dd, J=6.3 Hz, 2.7 Hz), 8.02-8.00 (1H, m), 7.61-7.37 (4H, m), 6.70 (1H, t, J=9.2 Hz), 5.32-5.27 (1H, m), 5.09 (1H, t, J=7.4 Hz), 4.06-3.59 (4H, m), 2.34-1.82 (5H, m), 1.14-1.10 (6H, m). IR (KBr) cm-1: 2965, 1690, 1630, 1525, 1465. MS (ESI, m/z): 484 (M+H)+. HRMS (ESI, m/z): 484.1765 (Calcd for C24H27ClN5O4: 484.1752). Anal. Calcd for C24H26ClN5O4: C, 59.56; H, 5.42; N, 14.47; Cl, 7.33. Found: C, 59.48; H, 5.50; N, 14.49; Cl, 7.16.

1204-75-7, As the paragraph descriping shows that 1204-75-7 is playing an increasingly important role.

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.76982-23-5,5-Bromoquinoxaline,as a common compound, the synthetic route is as follows.,76982-23-5

Under a nitrogen atmosphere, the compound of formula C (0.658 g, 3.30 mmol), The compound of formula D (1.518 g, 7.26 mmol), Sodium tert-butoxide (0.952 g, 9.90 mmol), Bis (dibenzylideneacetone) palladium (0) (0.114 g), bis (diphenylphosphino) – 1,1′-binaphthalene (0) 100 mL of toluene was added to [(¡À) -2,2′-Bis (diphenylphosphino) -1,1′-binaphthalene] (0.185 g, 0.297 mmol) and refluxed for 12 hours. After the temperature was lowered to room temperature, the mixture was washed with water, the residue was removed with MgSO 4, hydrazine monohydrate was added thereto, and the mixture was stirred at room temperature for 30 minutes. Precipitated in hexane, filtered off the solid, and dried under vacuum to obtain the compound 2

As the paragraph descriping shows that 76982-23-5 is playing an increasingly important role.

Reference£º
Patent; LG Chem, Ltd.; Kim Jin-seok; Bae Jae-sun; Lee Jae-cheol; Shin Hyeon-a; Hwang Min-ho; Ryu So-yeong; Jeong Se-jin; (36 pag.)KR2019/5591; (2019); A;,
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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

The resulting compound was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (38.0 mg, 0.200 mmol) to afford the desired title compound (44.6 mg, yield 51%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.82 (1H, brs), 9.56 (1H, brs), 7.85 (1H, t, J=8.0 Hz), 7.63 (1H, dt, J=8.0 Hz, 1.6 Hz), 7.37 (2H, m), 7.04-6.93 (3H, m), 4.90 (1H, t, J=7.6 Hz), 4.61 (1H, m), 3.90-3.40 (4H, m), 3.41 (2H, t, J=5.2 Hz), 2.67 (2H, q, J=8.0 Hz), 2.10 (1H, m), 2.00-1.55 (4H, m), 1.70 (2H, q, J=8.0 Hz), 0.97 (3H, d, J=6.4 Hz), 0.94 (3H, d, J=6.4 Hz). LCMS (ESI, m/z): 525 (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;,
Quinoxaline – Wikipedia
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