Heterocyclic Building Blocks-quinoxaline

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

50998-17-9, Example 81; 3 -( 1 -Cvano- 1 -memylethy I)-JV- r4-methyl-3 -Cquinoxalin-o-ylaminolphenyllbenzamide; N-(3-Amino-4-methylphenyl)-3-(l-cyano-l-methylethyl)benzamide (Method 60; 0.150 g, 0.51 mmol), 6-bromoquinoxaline (0.109 g, 0.51 mmol), Pd2(dba)3 (0.024 g, 0.026 mmol), BINAP (0.032 g, 0.051 mmol), and sodium fert-butoxide (0.147 g, 1.53 mmol) were combined in toluene (3 ml) in a sealed tube under an argon atmosphere and heated to 100 0C for 15 hours. The reaction mixture was filtered over diatomaceous earth, concentrated and purified by reverse phase preparative HPLC. NMR (300 MHz): 10.24 (s, IH), 8.62 (d, IH), 8.51 (d, IH), 8.31 (s, IH), 7.94 (t, IH), 7.77 – 7.90 (m, 3H), 7.62 – 7.72 (m, IH), 7.48 – 7.58 (m, 2H), 7.45 (dd, 1.98, IH), 7.23 (d, IH), 7.02 (d, IH), 2.16 (s, 3H), 1.67 (s, 6H); m/z 422.

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

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/40568; (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.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

(1) To a solution of ethyl 3-chloroquinoxaline-2-carboxylate prepared by a method recited in 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, The synthetic route of 49679-45-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MITSUBISHI TANABE PHARMA CORPORATION; MORIMOTO, Hiroshi; SAKAMOTO, Toshiaki; HIMIYAMA, Toshiyuki; KAWANISHI, Eiji; MATSUMURA, Takehiko; WO2010/30027; (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.34117-90-3,3-Chloroquinoxalin-2-amine,as a common compound, the synthetic route is as follows.

b) Without Pd-catalyst and base – detection of 2-aminoquinoxaline and 3a: Compound 2a (120 mg, 0.65 mmol) was heated with Ph2PH (0.11 mL, 0.64 mmol) for 1.5h at 130 C. Then the resulting blue viscous substance was extracted with diethyl ether to give an olive-green powder (186 mg). The filtrate displayed 31P NMR signals of Ph2PH, Ph4P2 and 3a, signal intensities 31:61:5. An aliquot (90 mg) of the powder was treated with Et2O / aqueous NaOH. Phase separation and drying over CaCl2 gave ca. 50 mg of a viscous yellow mixture of 3a and 2-aminoquinoxaline (13CH signal intensities 1:1), contaminated by small amounts of unconverted Ph2PH and unidentified side products. The 13C NMR data of 3a are in good agreement with those of the pure product. – 2-Aminoquinoxaline: The 1H NMR data are in good agreement with reported values [5]. 13C NMR (CDCl3): d 151.97 (Cq-2), 140.89 (Cq-8a), 137.78 (CH-3), 137.43 (Cq-4a), 130.29 (CH-7), 128.83 (CH-5), 125.88 (CH-8), 125.05 (CH-6); HRMS (ESI in MeOH): Calcd. for 2-aminoquinoxaline (C8H7N3) [M+H+] 146.0713; found: 146.0713; calcd. for 3a (C20H16N3P) [M+H+] 330.1155; found: 330.1158.

34117-90-3, As the paragraph descriping shows that 34117-90-3 is playing an increasingly important role.

Reference£º
Article; Adam, Mohamed Shaker S.; Mohamad, Ahmad Desoky; Jones, Peter G.; Kindermann, Markus K.; Heinicke, Joachim W.; Polyhedron; vol. 50; 1; (2013); p. 101 – 111;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2213-63-0,2,3-Dichloroquinoxaline,as a common compound, the synthetic route is as follows.

Reference Example 20 To a suspension of 2,3-dichloroquinoxaline (300 mg, 1.51 mmol) in methanol (15 mL) and N,N-dimethylformamide (1.0 mL) was added sodium methoxide (28% in methanol, 309 mg, 1.66 mmol) dropwise at 0 0C. After being stirred for 2 hour at room temperature, the reaction mixture was concentrated in vacuo. The residue was diluted with chloroform and water. The organic layer was separated with phase separator and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane to hexane: ethyl acetate = 19: 1) to give 2-chloro-3-methoxyquinoxaline (the compound of Reference Example 20 listed in Table of Reference Example as described hereinafter) as a colorless powder (251 mg,%)., 2213-63-0

The synthetic route of 2213-63-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MITSUBISHI TANABE PHARMA CORPORATION; MORIMOTO, Hiroshi; SAKAMOTO, Toshiaki; HIMIYAMA, Toshiyuki; KAWANISHI, Eiji; MATSUMURA, Takehiko; WO2010/30027; (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.879-65-2,2-Quinoxalinecarboxylic acid,as a common compound, the synthetic route is as follows.

To a mixture of quinoxaline-2-carboxylic acid (23.51 mg, 0.135 mmol) and 2-(3H- [l ,2,3]triazolo[4,5-]pyridin-3-yl)-l , l ,3,3-tetramethylisouronium hexafluorophosphate(V) (HATU, 51.3 mg, 0.135 mmol) and N-(3-aminobicyclo[l . l . l]pentan-l-yl)-2-(3,4- dichlorophenoxy)acetamide hydrochloride (45.6 mg, 0.135 mmol, Example 2B) was added N- ethyl-N-isopropylpropan-2-amine (69.8 mg, 0.540 mmol) in N,N-dimethylformamide (1 mL). The mixture was stirred at room temperature for 20 minutes, and then water (0.02 mL) was added. The mixture was purified by preparative HPLC (Phenomenex Luna CI 8(2) 5 mupiiota 100 A AXIA column 250 mm x 21.2 mm, flow rate 25 mL/minute, 5-95% gradient of acetonitrile in buffer (0.1 % trifluoroacetic acid in water)) to give the titled compound (45 mg, 0.098 mmol, 73%). JH NMR (400 MHz, DMSO-<) delta ppm 9.62 (s, 1H), 9.44 (s, 1H), 8.78 (s, 1H), 8.20 (m, 2H), 8.00 (m, 2H), 7.56 (d, J = 9 Hz, 1H), 7.29 (d, J = 3 Hz, 1H), 7.02 (dd, J = 9, 3 Hz, 1H), 4.53 (s, 2H), 2.43 (s, 6H). MS (ESI+) m/z 457 (M+H)+., 879-65-2

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

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.6344-72-5,6-Methylquinoxaline,as a common compound, the synthetic route is as follows.

6344-72-5, Example 9 6-Bromomethylquinoxaline: A mixture of 6-methylquinoxaline (1.5 g, 10.4 mmol), N-bromosuccinimide (2.2 g, 12.5 mmol) and benzoylperoxide (0.30 g, 1.25 mmol) in benzene (35 mL) was stirred rapidly and heated to reflux for 5 h. Upon cooling the mixture was diluted with ethyl acetate (25 mL), washed with 1N sodium hydroxide solution (50 mL) and saturated sodium chloride solution (50 mL). The organic layer was dried (MgSO4) and evaporated to a crystalline solid (2.5 g, 77% desired product, 23% alpha,alpha-dibrominated product as determined by 1H NMR). The mixture was used in subsequent reactions.

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

Reference£º
Patent; Wyeth; US2006/264631; (2006); A1;,
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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

To a solution of 3- hydroxyquinoxaline-2-carboxylic acid (11.55 mmol, 1.0 eq.) in 10 mL of dry DMF was added EDAC (17.33 mmol, 1.5 eq.) and N-hydroxysuccinimide (17.33 mmol, 1.5 eq.) and the reaction stirred 16 hours under dry nitrogen. The reaction was filtered through a sintered glass funnel and the yellow precipitate washed 2 times with 2 mL DMF then dried under vacuum to give 3.25 g (11.3 mmol, 98%) of the active ester 1 as a yellow solid

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

Reference£º
Patent; VENTANA MEDICAL SYSTEMS, INC.; MURILLO, Adrian, E.; KOSMEDER, Jerome, W.; MAY, Eric; DAY, William; LEFEVER, Mark; PEDATA, Anne, M.; BIENIARZ, Christopher; MILLER, Phillip; WO2012/3476; (2012); A2;,
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55687-34-8, 6-Bromoquinoxalin-2(1H)-one is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,55687-34-8

[001023] Part C. Preparation of 6-bromo-2-chloroquinoxaline.; [001024] To a flask containing phosphorus oxychloride (3.4ml, 36.5mmol) was added the product fromPart B (255mg, l.lmmol) and the solution was heated at 6O0C overnight. The solution was cooled to room temperature, poured over ice and the resulting solid collected by filtration to give the title compound (239mg, 87%).

As the paragraph descriping shows that 55687-34-8 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; WO2009/39134; (2009); A1;,
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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 (150 mg, 0.430 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (81.0 mg, 0.430 mmol) to afford the desired title compound (71.0 mg, yield 43%) as a white solid. 1H-NMR (CDCl3 400 MHz) delta: 12.77 and 10.14 (1H, brs), 8.14 (1H, t, J=4.9 Hz), 7.98 (1H, d, J=8.1 Hz), 7.66-7.50 (3H, m), 7.37 (1H, brs), 6.86 (1H, dd, J=11.7 Hz, 4.9 Hz), 6.73 (1H, t, J=8.8 Hz), 5.40-5.32 (1H, m), 5.09 (1H, t, J=7.1 Hz), 4.10-3.91 (2H, m), 3.82-3.62 (2H, m), 2.39-2.17 (1H, m), 2.12-1.98 (2H, m), 1.95-1.83 (2H, m), 1.11 (6H, d, J=6.6 Hz). IR (ATR) cm-1: 1685, 1630, 1525, 1470, 1430, 1270, 1250, 1215. MS (ESI, m/z): 450 (M+H)+. Anal. Calcd for C24H27N5O3¡¤0.75H2O: C, 62.26; H, 6.20, N, 15.13. Found: C, 61.95; H, 5.86; N, 15.15.

1204-75-7, The synthetic route of 1204-75-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2258697; (2010); A1;,
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7251-61-8, 2-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7251-61-8, Selenium dioxide (7.69 g, 69.35mmol) was added to a mixture of 1,4-dioxane (60 mL) and H2O (2.5 mL) and heated to reflux. 2-Methylquinoxaline (5 g, 34.67 mmol) was dissolved in 1,4-dioxane (10 mL) and added dropwise to the heated solution. A colour change to red-brown was observed. After heating for 4 h the hot mixture was filtered through Celite and washed with 1,4-dioxane (2 ¡Á 25 mL). The filtrate was allowed to cool and remove the solvent by evaporation. Chromatography of the residue (EtOAc-cyclohexane, 1:5) gave 6 as yellow needles (4.34 g, 79%); Rf = 0.42 (EtOAc-cyclohexane 1:5); mp 98-100 C; 1H-NMR (400MHz, CDCl3) d = 10.29 (s, 1H, CHO), 9.43(s, 1H), 8.20-8.27 (m, 2H), 7.90-7.95 (m, 2H); 13C-NMR (100MHz, CDCl3) delta192.7 (CHO), 145.9, 144.9 (each C), 142.5 (CH), 141.9 (C), 132.9, 131.1, 130.5, 129.6 (each CH); LRMS (ESI): Found 159.0 [M+H]+, C9H7N2O requires 159.1.

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

Reference£º
Article; Jarikote, Dilip V.; Li, Wei; Jiang, Tao; Eriksson, Leif A.; Murphy, Paul V.; Bioorganic and Medicinal Chemistry; vol. 19; 2; (2011); p. 826 – 835;,
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