Heterocyclic Building Blocks-quinoxaline

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 25 mL pressure vial was charged with 2-methylquinoline (1a) (71.5 mg, 0.50 mmol, 1.0 equiv.), I2 (317.3 mg, 1.25 mmol, 2.5 equiv.) and DMSO (3.0 mL). The vial was sealed and the resulting mixture was stirred at 110 C for 4-6 h under an air atmosphere, after disappearance of the reactant (monitored by TLC), then added benzohydrazide (2a) (81.6 mg, 0.6 mmol, 1.2 equiv.) , K2CO3 (414.0 mg, 3.0 mmol, 6.0 equiv.) at 110 C for another 4-6 h. After the reaction completed, and added 50 mL water to the mixture, then extracted with EtOAc 3 times (3 ¡Á 50 mL). The extract was washed with 10% Na2S2O3 solution (w/w), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was puried by flash column chromatography on silica gel to yield the corresponding product 3aa as a yellow solid (72% yield).

1593-08-4, As the paragraph descriping shows that 1593-08-4 is playing an increasingly important role.

Reference£º
Article; Shang, Zhi-Hao; Sun, Ji-Na; Guo, Jiang-Shan; Sun, Yuan-Yuan; Weng, Wei-Zhao; Zhang, Zhen-Xiao; Li, Zeng-Jing; Zhu, Yan-Ping; Tetrahedron; vol. 76; 6; (2020);,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6925-00-4,Quinoxaline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

6925-00-4, To a solution of quinoxaline-6-carboxylic acid (438 mg, 2.51 mmol) in benzene (16 mL) was added oxalyl chloride (0.26 mL, 3.02 mmol) and anhydrous DMF (0.1 mL). The reaction was stirred at room temperature for 30 minutes after which the mixture was concentrated in vacuo. The resulting yellow solid was azeotroped 3x with toluene and the product was used immediately without further purification

As the paragraph descriping shows that 6925-00-4 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2006/14618; (2006); A2;,
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6925-00-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6925-00-4,Quinoxaline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Method 3; tert-Butyl {4-methyl-3-r(quinoxalin-6-ylcarbonyl’)amino1phenyl>carbamate; A solution of tert-butyl (3-amino-4-methylphenyl)carbamate (Method 2; 50.10 g, 0.23 mol), quinoxaline-6-carboxylic acid (50.10 g, 0.23 mol) and diisoproplyethylamine (70 ml, 0.68 mol) in DMF (575 ml) was treated with HATU (94.3 g, 0.25 mol). The reaction was stirred at 25 0C for 24 h. The reaction was quenched with H2O and extracted with EtOAc. The organics were dried with NaCl (sat) and then Na2SO4 (s) and removed under reduced pressure. The resulting solid was recrystallized from DCM/hexanes affording the product as brown crystals; m/z 379.

As the paragraph descriping shows that 6925-00-4 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.108258-54-4,Methyl 2,3-dichloroquinoxaline-6-carboxylate,as a common compound, the synthetic route is as follows.

Step C hydrazine monohydrate (0.26 ML) was added dropwise to a suspension of 2,3-dichloro-quinoxaline-6-carboxylic acid methyl ester (1.2 g) in methanol (10 ML) at -10 C. After three hrs. at this temperature, an additional portion of hydrazine monohydrate (0.26 ML) was added, and the resulting mixture was stirred at 0 C. for three hrs., and then for one hr. at 23 C. The suspension was filtered, and the solids were washed with MeOH. Flash column chromatography provided a residue that was recrystallized from MeOH to provide 3-chloro-2-hydrazino-quinoxaline-6-carboxylic acid methyl ester as a yellow solid. MS (M+H)+=253.2.

108258-54-4, The synthetic route of 108258-54-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US2004/192698; (2004); A1;,
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55687-02-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55687-02-0,6-Bromo-2-chloroquinoxaline,as a common compound, the synthetic route is as follows.

6-bromo, 2-chloroquinoxaline (0.35 g 1.4 mmol) was dissolved in DMSO (12 ml_) at room temperature and (R)-1-(3-Chloro-phenyl)-ethylamine (0.44 g, 2.8 mmol) was added. The reaction mixture was stirred at RT for 16 hours. After completion of the reaction (confirmed by TLC), water (10OmL) was added to the reaction mixture and it was extracted with ethyl acetate (50 mL x 3). The organic layer was washed with water (15 mL), brine (15 mL), and then dried over Na2SO4. The organic layer was concentrated in vacuo to afford the crude product.The crude product was adsorbed on 60-120 mesh silica gel and purified by column chromatography using neutral silica gel of 60-120 mesh size. A gradient of 0.5 % methanol in DCM was used for elution of the title compound (0.380 g, 72%).

As the paragraph descriping shows that 55687-02-0 is playing an increasingly important role.

Reference£º
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert, George; WALKER, David, Winter; WO2010/136755; (2010); 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

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (69.6 mg, 0.360 mmol) and 1-hydroxybenzotriazole monohydrate (55.6 mg, 0.360 mmol) were added to a methylene chloride solution (3.0 ml) of the resulting compound (100 mg, 0.300 mmol) and 3-hydroxyquinoxaline-2-carboxylic acid (57.5 mg, 0.300 mmol), at room temperature, under nitrogen stream, followed by further addition of N-methylmorpholine (0.170 ml, 1.50 mmol), and stirring was carried out at room temperature overnight. The reaction solution was poured into a 2N aqueous hydrochloric acid solution, followed by extraction with ethyl acetate and sequential washing with water, 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 a medium-pressure preparative liquid chromatograph (manufactured by Biotage, Inc., 25+M), the residue resulting from concentration was suspended in a mixed solvent of methylene chloride-diethyl ether, and the solid substance was collected by filtration to afford the desired title compound (59.1 mg, yield 44%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.9 (1H, brs), 9.70 (1H, brs), 7.88 (1H, dd, J=7.8 Hz, 4.6 Hz), 7.65 (1H, dt, J=7.8 Hz, 1.0 Hz), 7.40 (1H, d, J=7.8 Hz), 7.38(1H, d, J=7.8 Hz), 7.13 (2H, m), 7.03 (2H, m), 5.02 (1H, m), 4.60 (1H, m), 4.02-3.19 (4H, m), 2.06-1.85 (2H, m), 1.72-1.44 (2H, m), 1.31 (3H, d, J=6.6 Hz). IR (KBr) cm-1: 2935, 1685, 1640, 1505, 1205. MS (ESI, m/z): 439 (M+H)+. HRMS (ESI, m/z): 439.1791 (Calcd for C23H24FN4O4: 439.1782)., 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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1865-11-8,Methyl quinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: In a round bottom flask, the previously prepared methyl ester 2 (2 g, 10.6 mmol) was stirred in ethanol (50 mL) in the presence of cesium carbonate (0.3 g, 0.92 mmol) at ambient temperature. The progress of the reaction was followed by GC chromatography. At the end of the transesterification, the reaction mixture was evaporated to dryness and the product was extracted with dichloromethane (425 mL). The combined organic layers were then dried over MgSO4 and, after filtration, evaporated to dryness. The ethyl ester 3 was obtained as beige powder. Yield: 67percent., 1865-11-8

As the paragraph descriping shows that 1865-11-8 is playing an increasingly important role.

Reference£º
Article; Maj, Anna M.; Heyte, Svetlana; Araque, Marcia; Dumeignil, Franck; Paul, Sebastien; Suisse, Isabelle; Agbossou-Niedercorn, Francine; Tetrahedron; vol. 72; 10; (2016); p. 1375 – 1380;,
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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

879-65-2, General procedure: To the resin 13 (560 mg) in DMF (2.5 mL) were added a solutionof the appropriate Fmoc-protected amino acid (see Tables 1-3)(0.3 M), PyBOP (0.3 M) and HOBt (0.3 M) in dry DMF (4.2 mL). Thesuspensions were stirred for 3 min and then DIPEA (0.6 M) wasadded. The suspensions were stirred for 3 h under an argon atmosphereat rt. The resins were washed successively with DCM(150 mL), MeOH (120 mL), DCM (75 mL) and dried overnight undervacuum to give resins 14, each bearing an appropriate Fmoc-protectedamino acid. To the resins 14 (161 mg, 0.13 mmol) wereadded a solution of piperidine (20%, v/v) in DCM (2.1 mL) and themixtures were stirred for 1 h at rt. After filtration, the resins werewashed successively with DCM (50 mL), MeOH (45 mL), DCM(25 mL) and dried under vacuum to give resins 15. Portions(65 mg) of resins 15 were placed in reactor wells (12 mL) of anautomated synthesizer reaction block (40-well format) (AdvancedChemTech). To each well was added a solution of appropriate carboxylicacid (see Tables 1-3) (0.3 M), PyBOP (0.3 M) and HOBt 6-Cl(0.3 M) and DIPEA (0.6 M) in dry DMF (2 mL). The suspensionswere vortexed at 300 rpm over a period of 5 h under an argonatmosphere. The wells were then filtered to remove the reactivesolution from the resins 16 and washed successively with THF,DCM, MeOH and DCM.

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

Reference£º
Article; Talbot, Amelie; Maltais, Rene; Kenmogne, Lucie Carolle; Roy, Jenny; Poirier, Donald; Steroids; vol. 107; (2016); p. 55 – 64;,
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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

50998-17-9, To a degassed stirred solution of 6-bromo quinoxaline (2.0 g, 9.50 mmol) in toluene (20 mL), 1- ethoxy vinyl tributyltin (3.8 g, 10.5 mmol) followed by Pd(PPh3)2CI2 (0.67 g, 0.95 mmol) were added at RT and stirred at 90 C overnight. After completion of the reaction (monitored by TLC), the reaction mixture was cooled to RT, filtered through celite and the obtained filtrate was evaporated under vacuum. To the resulting crude mixture, 6 N HCI solution (20 mL) was added and the mixture was stirred at RT for 1 h. The solution was neutralized with sat. NaHC03 and the aqueous layer was extracted with DCM (2 x 100 mL). The combined organic layer was dried over Na2S04 and concentrated under vacuum. The resulting crude material was purified by flash chromatography (Biotage Isolera, eluent: 30% EtOAc in hexane) to afford the title compound. Yield: 45% (800 mg, brown solid). 1H NMR (400 MHz, DMSO-tf6): delta 9.06-9.04 (m, 2H), 8.70 (d, J = 2.4 Hz, 1 H), 8.28 (dd, J = 8.8, 2.8 Hz, 1 H), 8.16 (d, J = 8.4 Hz, 1 H), 2.97 (s, 3H). LCMS: (Method A) 173 (M+H), Rt. 2.2 min, 99.1 % (Max).

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

Reference£º
Patent; ASCENEURON S.A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (134 pag.)WO2019/37860; (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.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.,50998-17-9

A solution containing 6-bromo-quinoxaline (417 mg, 2.0 mmol), 4-(4,4,5,5- tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert- butyl ester (600 mg, 1.94 mmol), tetrakis [triphenylphosphine] palladium (108 mg, 0.1 mmol) and sodium carbonate (2 M solution, 3 mL) in 5 ml_ of dioxane/ethanol/water (7:3:1 ) was heated at 160 C using microwave reactor for 15 minutes. After the reaction, ethylacetate was added and the mixture was filtered, washed with water. After concentration under vacuum, the product was purified using column chromatography (5% methanol in dichloromethane)

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

Reference£º
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
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