Heterocyclic Building Blocks-quinoxaline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.,50998-17-9

To a solution of 11g (30 mg, 113 mumol), 6-bromoquinoxaline (36 mg, 172 mol), Bu4NOAc (66.2 mg, 220 mol) and Pd(OAc)2 (3.7 mg, 16.5 mol) in NMP (0.5 mL ). The reaction mixture was stirred for 32 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 12g (6.1 mg, 14%) as a pale yellow solid. TLC: Rf 0.3 (1:1 hexane/EtOAc). mp: 133136 oC. 1H-NMR (400 MHz, CDCl3) delta 8.83 (d, 1H, J = 2.0 Hz), 8.80 (d, 1H, J = 2.0 Hz), 7.99 (d, 1H, J = 8.8 Hz), 7.92 (d, 1H, J = 2.0 Hz), 7.75 (t, 1H, J = 8.0 Hz), 7.65-7.62 (m, 3H), 7.33 (m, 1H), 7.17 (d, 1H, J = 8.0 Hz), 7.03 (td, 1H, J = 8.0 Hz, J = 1.2 Hz), 6.78 (d, 1H, J = 8.0 Hz), 3.27 (s, 3H), 2.27 (s, 3H). 13C-NMR (100 MHz, CDCl3) delta 158.5, 156.7, 149.4, 145.6, 145.5, 144.2, 142.7, 142.6, 139.2, 134.1, 132.1, 131.9, 131.8, 130.5, 130.1, 128.6, 123.9, 121.1, 119,6, 116.1, 111.2, 54.8, 23.9. HRMS (ESI) calcd. for C23H19N6O (M+H): 395.1615; found 395.1620.

The synthetic route of 50998-17-9 has been constantly updated, and we look forward to future research findings.

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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887590-25-2, tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7.1: tert-Butyl ester of 4-(5-bromo-pyridin-2-yl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid16 g of tert-butyl ester of 3,4-dihydro-2H-quinoxaline-1-carboxylic acid is put in a 1-liter three-necked flask, under nitrogen atmosphere. 325 ml of pyrrolidinone and 14.70 ml of 5-bromo-2-fluoropyridine are added. It is cooled in an ice bath. 15.93 g of potassium tert-butylate is added a little at a time. The reaction mixture is stirred cold for 1 h, then the reaction mixture is allows to return to room temperature. It is stirred for 1 h. It is cooled in an ice bath and is hydrolyzed slowly. The organic phase is extracted with ethyl ether. The combined organic phases are washed with water, then with saturated NaCl solution. The reaction mixture is dried, with stirring, over Na2SO4, then filtered on a frit and concentrated under reduced pressure. 10.1 g of tert-butyl ester of 4-(5-bromo-pyridin-2-yl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid is obtained in the form of a white solid, after purification on a silica column (heptane/EtOAc gradient: 5 to 20% of EtOAc).M+H+=392, 887590-25-2

As the paragraph descriping shows that 887590-25-2 is playing an increasingly important role.

Reference£º
Patent; SANOFI; US2012/165337; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.98416-72-9,6-Bromo-2-chloro-3-methylquinoxaline,as a common compound, the synthetic route is as follows.,98416-72-9

4.11 6-Bromo-3-methyl-2-(phenylthio)quinoxaline (11) To a solution of thiophenol (0.01 mol) in acetonitrile (50 mL), anhydrous potassium carbonate (2.0 g) was added and refluxed for 1 h, then (5, 0.01 mol) was added and the mixture was further refluxed for 12 h (monitored by TLC). After completion of the reaction, the mixture was filtered and the excess of acetonitrile was evaporated under reduced pressure, dried, crystallized from petroleum ether and purified by a silica gel column chromatography (chloroform) to produce crude product. Yield: 78%; (brown powder): mp 59-61 C; IR (KBr) numax in cm-1: 2956, 2851 (aliphatic C-H), 1597 (C=N); 1H NMR (DMSO-d6, 500 MHz): delta 2.65 (s, 3H, CH3), 7.40-7.80 (m, 8H, Ar-H); 13C NMR (DMSO-d6, 125 MHz): delta 20.55 (CH3), 114.23-133.21 (12Ar-C), 154.60, 154.64 (2C=N); MS (m/z), 109 (M+-C9H7N2; 100%), 330 (M+; 3%), 331 (M++1; 6%), 332 (M++2; 3%). Anal. Calcd for C15H11BrN2S (331.23): C, 54.39; H, 3.35; N, 8.46. Found: C, 54.39; H, 3.35; N, 8.46.

98416-72-9 6-Bromo-2-chloro-3-methylquinoxaline 13487186, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Abbas, Hebat-Allah S.; Al-Marhabi, Aisha R.; Eissa, Sally I.; Ammar, Yousry A.; Bioorganic and Medicinal Chemistry; vol. 23; 20; (2015); p. 6560 – 6572;,
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2213-63-0, 2,3-Dichloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2,3-dichloro-quinoxaline (500 mg, 2.51 mmol) in THF (5 mL) at 0 C. was added sodium methoxide (0.57 mL of a 25% solution in methanol, 2.51 mmol) dropwise. The reaction was stirred at 0 C. for 30 min then warmed to room temperature or 1 h. The reaction mixture was diluted with dichloromethane, washed with brine, dried (MgSO4), and concentrated in vacuo to give compound 76 as a yellow solid., 2213-63-0

As the paragraph descriping shows that 2213-63-0 is playing an increasingly important role.

Reference£º
Patent; Beavers, Mary Pat; Dudash, Joseph; Zhang, Yongzheng; US2005/148586; (2005); A1;,
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23088-23-5, Methyl 6-Quinoxalinecarboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 2-(2-Chloro-4-methoxy-phenyl)-1-quinoxalin-6-yl-ethanone A 2M solution of tert-butylmagnesium chloride (CAS Reg. No. 677-22-5) in diethyl ether (5.9 ml) was added to 2-chloro-4-methoxyphenylacetic acid (1.173 g, CAS Reg. No. 91367-09-8) in THF (10 ml). The mixture was stirred at room temperature for 30 min. A solution of methyl 6-quinoxalinecarboxylate (1 g, CAS Reg. No. 23088-23-5) in THF (3 ml) was added and the resulting mixture was stirred overnight. Aqueous HCl (25%, 1.5 ml) and water (30 ml) were added and extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated to an oil. The residue was purified by flash chromatography (SiO2, EtOAc/heptane 1:2) to give the title compound (480 mg) as a light brown solid. MS (m/e)=313.2 [M+H+].

23088-23-5, The synthetic route of 23088-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hunziker, Daniel; Lerner, Christian; Mueller, Werner; Sander, Ulrike Obst; Pflieger, Philippe; Waldmeier, Pius; US2010/249139; (2010); A1;,
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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 acetic acid (50 mL), o-phenylenediamine (1.62 g,0.015 mol) was added and the reaction mixture was refluxed for 7 h. After completion of the reaction, the reaction mixture was cooled and the precipitate that formed was filtered, dried, crystallized fromethanol and purified by column chromatography using an elution system chloroform : methanol (10 :0.3, v/v) to give the product. Yield: 77%; (yellow powder): m.p. over 300C; IR (KBr, cm -1 ): 3182, 3112 (2NH), 1605 (C=N).1 H NMR (DMSO-d 6 , delta , ppm): 7.30-7.96 (m, 7H, Ar-H), 11.63, 11.70 (2s, br, 2H, 2NH; exchangeablewith D 2 O). 13 C NMR (DMSO-d 6 , delta , ppm): 114.43-143.23 (12Ar-C), 144.88, 145.03 (2C=N). MS(m/z), 312 (M + ; 100%), 313 (M + + 1; 23%), 314 (M ++ 2; 99.9%). Analysis: calcd. for C 14 H 9 BrN 4(313.15): C, 53.70; H, 2.90; N, 17.89%; found: C,53.92; H, 2.79; N, 18.04%., 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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59564-59-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59564-59-9,3,4-Dihydroquinoxalin-2(1H)-one,as a common compound, the synthetic route is as follows.

A solution of 3,4-dihydroquinoxalin-2-(1H)-one (2.9 g, 19.6 mmol) in methanol (20 mL) Sodium cyanoborohydride (2.5 g, 39.7 mmol) was added, Paraformaldehyde (0.9 g) and glacial acetic acid (1 mL) The reaction was stirred at 25 C for 4 hours, Sodium cyanoborohydride (1.2 g, 19.0 mmol) was added, Paraformaldehyde (0.45 g) and hydrochloric acid (0.5 mL), The reaction was heated to 50 C for 5 hours. The reaction solution was cooled to room temperature, The pH was adjusted to 8 with saturated aqueous sodium bicarbonate solution, Ethyl acetate (50 mL x 3) was added, Combine organic phase, Dried over anhydrous sodium sulfate, filter, concentrate, To give the title compound (3.0 g, yield 94.5%).

The synthetic route of 59564-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Co., Ltd.; Wu, Yongqian; (31 pag.)CN106317027; (2017); A;,
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74003-63-7,74003-63-7, 3-Methylquinoxaline-2-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) 0.38 g of MQCA, 0.20 g of aminobutyric acid and a small amount of DMAP were added to 20 mL of dry DMF;(2) Under the condition of 0 C, 0.8 g of DCC was slowly added dropwise to the mixture of 5 mL of dry DMF. After the dropwise addition, the temperature was gradually raised to room temperature and the reaction was continued for 40 h.(3) the solvent is distilled off and purified by column chromatography to obtain the condensate of MQCA and aminobutyric acid, which is the product of formula (1).

74003-63-7 3-Methylquinoxaline-2-carboxylic acid 6484678, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Kwinbon Biotechnology Co., Ltd; He, Fangyang; Wan, Yuping; Sun, Zhen; Feng, Jing; Luo, Xiaoqin; Cui, Haifeng; Yu, Houmei; Han, Jingpeng; Duan, Yingying; (12 pag.)CN103304495; (2016); B;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

To a solution of 11b (103.8 mg, 451 mumol), 6-bromoquinoxaline (142 mg, 679 mumol), Bu4NOAc (271 mg, 0.9 mmol) and Pd(OAc)2 (15.2 mg, 67.5 mol) in NMP (0.9 mL). The reaction mixture was stirred for 22 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 12b (91 mg, 56%) as a pale yellow solid. TLC: Rf 0.37 (1:1 hexane/EtOAc). mp: 96.0-98.0 oC. 1H-NMR (400 MHz, CDCl3) delta 8.90 (AB quartet, 2H, J = 2.0 Hz), 8.09 (d, 1H, J = 8.8 Hz), 8.07 (d, 1H, J = 2.0 Hz) 7.72 (t, 1H, J = 8.0 Hz), 7.63 (dd, 1H, J = 8.8 Hz, J = 2.0 Hz), 7.60 (d, 1H, J = 8.0 Hz), 7.12(d, 1H, J = 8.0 Hz), 2.80 (m, 2H), 2.20 (s, 3H), 1.69-1.60 (m, 3H), 0.86 (d, 6H, J = 6.4 Hz). 13C-NMR (100 MHz, CDCl3) delta 158.2, 149.3, 147.8, 145.9, 145.8, 142.8, 142.7, 139.1, 132.6, 132.2, 131.0, 130.4, 129.2, 123.5, 115.2, 38.7, 27.8, 23.8, 23.1, 22.5. HRMS (ESI) calcd. for C21H23N6 (M+H): 359.1979; found 359.1983., 50998-17-9

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;,
Quinoxaline – Wikipedia
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50998-17-9,50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 13A 1-Quinoxalin-6-yl-ethanone A solution of 6-bromo-quinoxaline (261 mg, 1.25 mmol), 1-ethoxyvinyltri-n-butyltin (0.47 mL, 1.4 mmol), palladium(II) acetate (16 mg) and tri-t-butylphosphonium tetrafluoroborate (41 mg) in anhydrous DMF (4 mL) under a nitrogen atmosphere was heated at 120 C. for 1 hr. The reaction mixture was cooled to ambient temperature and partitioned between ethyl acetate (25 mL) and H2O (10 mL). The organic extraction was washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was chromatographed on silica gel eluding with ethyl acetate:hexanes (1:1) to provide 110 mg of the title compound. 1H NMR (300 MHz, CDCl3) delta 2.79 (s, 3H), 8.18 (d, J=9 Hz, 1H), 8.36 (dd, J=9 Hz, J=3 Hz, 1H), 8.70 (d, J=3 Hz, 1H), 8.95 (s, 2H); MS (DCl/NH3) m/z 173 (M+H)+.

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

Reference£º
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-Yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Curtis, Michael P.; US2005/272736; (2005); A1;,
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