Heterocyclic Building Blocks-quinoxaline

7251-61-8, 2-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Quinoxaline-2-carbaldehyde: 2-Methyl-quinoxaline (1.00 mL, 7.75 mmol) and selenium dioxane (946 mg, 8.53 mmol) were heated to 90 C. (oil bath temperature) in 1,4-dioxane (6 mL) and distilled water (4 mL), under nitrogen, for 18 h. The solvent was removed, in vacuo, and the material dissolved in ethyl acetate (100 mL) and solid selenium precipitate formed and was filtered out of solution. The organic phase was washed with saturated sodium bicarbonate solution (3¡Á100 mL). The bicarbonate washings were combined and extracted with ethyl acetate (2¡Á100 mL). The organic extracts were combined and washed with brine (150 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give a red solid (440 mg). This material was adsorbed onto silica gel and purified by column chromatography, eluting with a solution of 4:1 hexane:ethyl acetate to afford a tan solid (180 mg, 15% Yield). 1H NMR 300 MHz (DMSO): delta=0.20 (s, 1H), 9.40 (s, 1H), 8.35 (dd, 1H, J=7.9 Hz, J=1.5 Hz), 8.25 (dd, 1H, J=7.7 Hz, J=1.1 Hz), 8.08 (m, 2H).

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

Reference£º
Patent; Wyeth; US2006/270848; (2006); A1;,
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50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 8-(4-chlorophenyl)-2-((2,2,2- trifluoroethyl)amino)pyrido[4,3-i/]pyrimi-din-7(d7/)-one (100 mg, 0.28 mmol, 1.0 equiv), 5-bromo-2-methyl-2H-indazole (119 mg, 0.56 mmol, 2.0 equiv.), Cul (5.4 mg, 0.028 mmol, 0.1 equiv.), N1, A2-dimethylcy cl ohexane-l, 2-diamine (8.1 mg, 0.056 mmol, 0.2 equiv.), CS2CO3 (276 mg, 0.847 mmol, 3.0 equiv.) and dioxane (2 mL) was stirred at l00C under N2 atmosphere for l6h. The crude mixture was concentrated under reduced pressure, and the resulting residue was purified by flash column chromatography on silica gel to yield 8-(4- chlorophenyl)-6-(2-methyl-2H-indazol-5-yl)-2-((2,2,2- tri fl uoroethyl )am i no)py ri do[-/, 3-6/]pyrimidin-7(6//)-one (Example 123).

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

Reference£º
Patent; AGIOS PHARMACEUTICALS, INC.; KONTEATIS, Zenon D.; LI, Mingzong; LIU, Peng; MEDEIROS, Matthew; REZNIK, Samuel K.; SUI, Zhihua; TRAVINS, Jeremy M.; POPOVICI-MULLER, Janeta; ZHOU, Shubao; MA, Guangning; (298 pag.)WO2019/191470; (2019); A1;,
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6925-00-4, Quinoxaline-6-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Stage 2 Compound (iv) is stirred as a suspension in THF at 0 C. and treated with isobutylchloroformate followed by N-ethylmorpholine. To the resulting suspension is added N,O-dimethylhydroxyl amine hydrochloride. The suspension is partially concentrated and diluted with ethyl acetate. The resulting organic solution is washed with aqueous sodium bicarbonate and aqueous sodium chloride, partially concentrated, diluted with heptane, and partially concentrated again. The resulting suspension is cooled to 0 C., filtered, washed with cold heptane, and dried under vacuum at 50 C.

6925-00-4 Quinoxaline-6-carboxylic acid 674813, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; Duffy, Kevin J.; Fitch, Duke M.; Norton, Beth A.; US2007/179144; (2007); A1;,
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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 stirred solution of 6-bromoquinoxaline (1.0 g, 4.78 mmol) in DMF (10 ml) and water (0.5 ml)was added zinc cyanide (1.404 g, 11.96 mrnol), Pd2(dba)3 (0.219 g. 0.239 mmol) and 2-dicvclohexylphosphino-2,4,6-tri-iso-propyl-1,i-hiphenyl (0.114 g, 0.239 mmol) in microvve vial. The reaction mixture was degassed under nitrogen and heated in microwave at 150 C for ili. The reaction mixture was diluted with water and extracted with ethyl acetate (2 x 150 ml). A combined organic layer was evaporated under reduced pressure. The crude product was purified by columnchromatography on silica gel using Ethyl acetate/1-Iexane as an eluent to afford quinoxaline-6- carbonitrile (0.250 g, 33.7%) as a solid.

50998-17-9 6-Bromoquinoxaline 610939, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; PI INDUSTRIES LTD.; SAXENA, Rohit; PANMAND, Deepak Shankar; JENA, Lalit Kumar; SRIVASTAVA, Khushboo; RAJU, Jella Rama; MANJUNATHA, Sulur G; SAMANTA, Jatin; GARG, Ruchi; AUTKAR, Santosh Shridhar; VENKATESHA, Hagalavadi M; GADAKH, Ramdas Balu; KLAUSENER, Alexander G. M.; POSCHARNY, Konstantin; (219 pag.)WO2018/116072; (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.879-65-2,2-Quinoxalinecarboxylic acid,as a common compound, the synthetic route is as follows.

To a stirred solution quinoxaline-2-carboxylic acid 5 (0.2 g, 1.14 mmol) in dichloromethane was added triethylamine (0.18 ml, 1.2 equiv) and ethylchloroformate (0.14 ml, 1.2 equiv) at 0 C and stirred for 30 min. Then, the above reaction mixture was transferred to a dropping funnel and added to a cooled solution of 5-(4-aminophenyl)-10,15,20-triphenylporphyrin 3 (0.1 g, 0.158 mmol) in dichloromethane and triethylamine at 0 C. The contents were stirred at the same temperature for 1h and gradually allowed to warm at room temperature and stirring continued for another 1h. After completion, water (5 mL) was added into reaction mixture and basified to pH ~ 8 with sodium carbonate and extracted with chloroform (3 ¡Á 25 mL). The solvent was evaporated and purified on column chromatography with silica gel (100-200) with 90% chloroform/hexane to furnish compound 6 in good yield (0.111 g, 89%). 1H NMR (400 MHz, CDCl3) delta: 10.17 (s, 1H), 9.83 (s, 1H), 8.85-8.78 (m, 8H), 8.24-8.21 (m, 5H), 8.19-8.14 (m, 6H), 7.88-7.85 (m, 2H), 7.70-7.64 (m, 9H), -2.85 (s, 2H). ESIMS m/z: calcd for C53H36N7O: 786.3(M+H), found: 786.3 (M+H).

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

Reference£º
Article; Kumar, Dalip; Chandra Shekar; Mishra, Bhupendra; Kurihara, Ryohsuke; Ogura, Maiko; Ito, Takeo; Bioorganic and Medicinal Chemistry Letters; vol. 23; 11; (2013); p. 3221 – 3224;,
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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.

Quinoxaline-2-carbaldehyde: 2-Methyl-quinoxaline (1.00 mL, 7.75 mmol) and selenium dioxane (946 mg, 8.53 mmol) were heated to 90 C. (oil bath temperature) in 1,4-dioxane (6 mL) and distilled water (4 mL), under nitrogen, for 18 h. The solvent was removed in vacuo, and the material dissolved in ethyl acetate (100 mL) and solid selenium precipitate formed and was filtered out of solution. The organic phase was washed with saturated sodium bicarbonate solution (3¡Á100 mL). The bicarbonate washings were combined and extracted with ethyl acetate (2¡Á100 mL). The organic extracts were combined and washed with brine (150 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give a red solid (440 mg). This material was adsorbed onto silica gel and purified by column chromatography, eluting with a solution of 4:1 hexane:ethyl acetate to afford a tan solid (180 mg, 15% Yield). 1H NMR 300 MHz (DMSO): delta=0.20 (s, 1H), 9.40 (s, 1H), 8.35 (dd, 1H, J=7.9 Hz, J=1.5 Hz), 8.25 (dd, 1H, J=7.7 Hz, J=1.1 Hz), 8.08 (m, 2H).

The synthetic route of 7251-61-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wyeth; US2006/264631; (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.1593-08-4,2-Formylquinoxaline,as a common compound, the synthetic route is as follows.

Step 1: (S)-2-{[(7-Methoxy-2,2-dimethyl-benzo[1,3]dioxole-5-carbonyl)-quinoxalin-2-ylmethyl-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester Experimental conditions analogous Example 1, 0.12 g (0.81 mmol) of quinoxaline-2-carbaldehyde, 0.24 g (1.22 mmol) of (S)-2-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester, 5 mL dichloromethane, and 0.25 g (1.22 mmol) of sodium triacetoxyborohydride. The reaction was quenched with aqueous sodium bicarbonate. The residue from the organic layer was purified using reverse phase HPLC, mobile phase with a gradient 10-70% acetonitrile in 40 min. Fractions containing pure product were evaporated in vacuum and dissolved in 3 mL dichloromethane. To this solution were added 0.34 mL (2.43 mmol) of triethylamine and 196 mg (0.81 mmol) of 7-methoxy-2,2-dimethyl-benzo[1,3]dioxole-5-carbonyl chloride. After 4 hours the reaction mixture was purified using flash chromatography (ethyl acetate in hexane), gave 280 mg as a yellow solid. LC-MSD, m/z for C30H36N4O6 [M+H]+: 549.7.

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

Reference£º
Patent; ChemoCentryx, Inc.; US2006/74071; (2006); A1;,
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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

To a solution of the product of Example 4A (25 mg, 0.088 mmol) in N,N- dimethylformamide (0.5 mL) was added quinoxaline-2-carboxylic acid (16.8 mg, 0.097 mmol), 1 – [bis(dimethylamino)methylene] – 1H- 1 ,2,3-triazolo[4,5-]pyridinium 3-oxid hexafluorophosphate (36.7 mg, 0.097 mmol, HATU), and N,N-diisopropylethylamine (0.046 mL, 0.26 mmol) at ambient temperature. The reaction mixture was stirred for 3 hours and then was purified by preparative HPLC [Waters XBridge C18 5 mupiiota OBD column, 30 x 100 mm, flow rate 40 mL/minute, 5-100% gradient of acetonitrile in buffer (0.1 % trifluoroacetic acid)] to give the title compound (30 mg, 0.068 mmol, 77% yield). JH NMR (400 MHz, DMSO-<) delta ppm 9.57 (s, 1H), 9.40 (s, 1H), 8.74 (s, 1H), 8.21 - 8.10 (m, 2H), 7.96 (ddd, J = 5.5, 4.6, 3.2 Hz, 2H), 7.47 (t, J = 8.9 Hz, 1H), 7.05 (dd, J = 11.4, 2.8 Hz, 1H), 6.84 (ddd, J = 8.9, 2.9, 1.2 Hz, 1H), 4.47 (s, 2H), 2.38 (s, 6H); MS (ESI+) m/z 440 (M+H)+. As the paragraph descriping shows that 879-65-2 is playing an increasingly important role. Reference£º
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; PLIUSHCHEV, Marina, A.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; SWEIS, Ramzi, Farah; DART, Michael, J.; RANDOLPH, John, T.; MURAUSKI, Kathleen; (674 pag.)WO2019/90076; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.879-65-2,2-Quinoxalinecarboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of the product of Example 4A (25 mg, 0.088 mmol) in N,N- dimethylformamide (0.5 mL) was added quinoxaline-2-carboxylic acid (16.8 mg, 0.097 mmol), 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (36.7 mg, 0.097 mmol, HATU), and N,N-diisopropylethylamine (0.046 mL, 0.26 mmol) at ambient temperature. The reaction mixture was stirred for 3 hours and then was purified by preparative HPLC [Waters XBridge C185 mum OBD column, 30 ¡Á 100 mm, flow rate 40 mL/minute, 5-100% gradient of acetonitrile in buffer (0.1 % trifluoroacetic acid)] to give the title compound (30 mg, 0.068 mmol, 77% yield). 1H NMR (400 MHz, DMSO-d6) delta ppm 9.57 (s, 1H), 9.40 (s, 1H), 8.74 (s, 1H), 8.21 – 8.10 (m, 2H), 7.96 (ddd, J = 5.5, 4.6, 3.2 Hz, 2H), 7.47 (t, J = 8.9 Hz, 1H), 7.05 (dd, J = 11.4, 2.8 Hz, 1H), 6.84 (ddd, J = 8.9, 2.9, 1.2 Hz, 1H), 4.47 (s, 2H), 2.38 (s, 6H); MS (ESI+) m/z 440 (M+H)+.

879-65-2 2-Quinoxalinecarboxylic acid 96695, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (661 pag.)WO2017/193063; (2017); 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.

The resulting compound (200 mg, 0.580 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (110 mg, 0.580 mmol) to afford the desired title compound (143 mg, yield 51%) as a pale yellow solid. 1H-NMR (CDCl3 400 MHz) delta: 12.90 and 10.21 (1H, brs), 8.05-7.97 (2H, m), 7.61 (1H, d, J=6.8 Hz), 7.58 (1H, m), 7.37 (1H, brs), 7.21-7.13 (2H, m), 5.14-5.07 (1H, m), 4.68 and 4.59 (1H, m), 4.34 (1H, d, J=11.7 Hz), 3.60-3.35 (2H, m), 3.10-2.96 (1H, m), 3.10-2.96 (1H, m), 2.38-2.29 (1H, m), 2.11-0.96 (5H, m), 1.12-1.09 (6H, m). IR (ATR) cm-1: 1680, 1630, 1595, 1525, 1505, 1475. MS (ESI, m/z): 479 (M+H)+. Anal. Calcd for C26H27FN4O4¡¤0.5H2O: C, 64.05; H, 5.79; N, 11.49. Found: C, 64.20; H, 5.58; N, 11.34.

1204-75-7 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid 71001, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2258697; (2010); A1;,
Quinoxaline – Wikipedia
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