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

In toluene (8 mL) was placed 1- (diphenylmethylene)hydrazine (1.00 g, 5.10 mmol), palladium acetate (10.4 mg, 0.0464 mmol) and 2-(diphenylphosphino)- 1 -(2-(diphenylphosphino)naphthalen- 1 -yl)naphthalene (44 mg, 0.0696 mmol) and the reaction was stirred at 100 C under Ar for 5 min and then cooled to RT. To this dark purple solution was added 6-bromoquinoxaline (970 mg, 4.64 mmol), sodium t-butoxide (624 mg, 6.50 mmol) and toluene (2 mL). The reaction was placed under Ar and warmed to 100 C for 5 hrs, cooled to RT and stirred overnight. The reaction was diluted with ether (50 mL) and water (30 mL) and filtered through a Celite pad. The pad was washed with ether (20 mL) and water (20 mL). The combined organic layers were washed with brine (50 mL), dried (Na2SC>4), concentrated in vacuo and purified by chromatography (ethyl acetate/hexanes) to give l-(diphenylmethylene)-2- (quinoxalin-6-yl)hydrazine (305 mg, 20% yield) as a bright yellow foam. FontWeight=”Bold” FontSize=”10″ H NMR (300 MHz, DMSO-i/e) delta 7.35-7.41 (m, 5 H), 7.51-7.53 (m, 2 H), 7.58-7.65 (m, 3 H), 7.75 (s, 1 H), 7.89 (s, 2 H), 8.61 (s, 1 H), 8.74 (s, 1 H), 9.60 (s, 1 H); MS (ESI) m/z: 325.0 (M+H+).

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

Reference£º
Patent; DECIPHERA PHARMACEUTICALS, LLC; FLYNN, Daniel L.; PETILLO, Peter A.; KAUFMAN, Michael D.; WO2013/36232; (2013); A2;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,55687-02-0

To a stirred suspension of the boronic ester obtained from Preparation 16 (217 mg, 0.49 mmol) in 1 ,2-dimethoxyethane (1.50 mL), was added the compound obtained from Preparation 30 (100 mg, 0.41 mmol), Pd(dppf)CI2.DCM (34 mg, 0.04 mmol) and 2M sodium carbonate solution (0.62 mL, 1.23 mmol). The mixture was degassed and put under nitrogen three times. It was then stirred at 300C overnight. The resulting dark brown mixture was partitioned between ethyl acetate (5 mL) and saturated sodium bicarbonate solution (5 mL). The organic phases were extracted and the aqueous phase was washed with more EtOAc (5 mL). The organic phases were combined, dried (Na2SO4), filtered and concentrated in vacuo. The resulting crude material was purified by column chromatography on silica gel (dry loaded redisep 4 g, 0 to100 % ethyl acetate, heptane) to give 163 mg of the title compound as a yellow solid.1H-NMR (400 MHz, DMSO-d6): delta= 12.02 (1 H, m), 9.64 (1 H, m), 8.42-8.33 (3H, m), 8.09 (1 H, d), 8.02-7.95 (3H, m), 4.89-4.75 (1 H, m), 3.56 (1 H, m), 3.38 (1 H, m), 2.22 (1 H, m), 2.03-1.80 (3H, m), 1.45-1.11 (9H, m). LCMS (run time = 6 min): Rt = 2.76 min; m/z 520; 522 [M+H]+

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

Reference£º
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7712-28-9,3-(3-Hydroxyquinoxalin-2-yl)propanoic acid,as a common compound, the synthetic route is as follows.,7712-28-9

General procedure: In a typical reaction, AMA 2:3 (10mmol), the corresponding carboxylic acid (1mmol) and the alcohol (2ml) were mixed in the provided reaction glass tube equipped with a screw cap and magnetic agitation until a wet mixture was achieved. The reaction mixture was irradiated with microwaves (Anton Parr Monowave 300 reactor) at 120C for 10-25min. On cooling, the mixture was diluted with DCM (41mL), and filtered over celite. Then the filtrate was washed with Na2CO3 (ss) and water. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure to give the ester.

As the paragraph descriping shows that 7712-28-9 is playing an increasingly important role.

Reference£º
Article; Estrin, Dario; Fabian, Lucas; Gomez, Natalia; Moglioni, Albertina; Salvatori, Melina; Taverna Porro, Marisa; Turk, Gabriela; European Journal of Medicinal Chemistry; vol. 188; (2020);,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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.,879-65-2

Example 99N-((ls,4s)-4-(2-(4′-(2-((3S,5R)-3,5-dimethylpiperazin-l-yl)ethyl)biphenyl-3-yloxy)-5- fluoronicotinamido)cyclohexyl)quinoxaline-2-carboxamide Step (a) N-((l s,4s)-4-(5-fluor o-2-(3-iodophenoxy)nicotinamido)cyclohexyl)quinoxaline-2- carboxamideTo a suspension of N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(3-iodophenoxy Nicotinamide (2.56 g, 5.21 mmol) in acetonitrile (100 niL) was added quinoxaline-2-carboxylic acid (0.907 g, 5.21 mmol) and triethylamine (7.26 mL, 52.06 mmol). On addition of triethylamine the reaction mixture became a homogeneous solution. 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (3.48 mL, 5.47 mmol) was then added and the mixture stirred at RT for 2 h. The mixture was evaporated to dryness and the residue dissolved in DCM (150 mL) and washed with saturated NaHCCh (aq), brine, dried (MgSO4) and evaporated to give the sub-title compound as a light brown foam. Yield: 3.08 g 1H NMR (400 MHz, CDCl3) delta 9.67 (s, IH), 8.37 (dd, J= 8.1, 3.2 Hz, IH), 8.22 – 8.18 (m, IH), 8.11 – 8.07 (m, 2H), 7.95 (d, J= 6.9 Hz, IH), 7.91 – 7.85 (m, 3H), 7.64 – 7.59 (m, IH), 7.59 – 7.56 (m, IH), 7.20 – 7.14 (m, 2H), 4.33 – 4.24 (m, IH), 4.24 – 4.13 (m, IH), 2.07 – 1.82 (m, 6H), 1.80 – 1.67 (m, 2H). MS: [M+H]+ = 612 (MultiMode+).

As the paragraph descriping shows that 879-65-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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.,879-65-2

2-Quinoxalinecarboxylic acid (0801-134) (1.0 g, 5.7 mmol, 1.0 eq.)Dissolved in 20 ml of methanol,Add thionyl chloride (1.25 mL, 17.2 mmol, 3.0 equivalents),Heat reflux for 3 hours.Cooled to room temperature, concentrated to dryness under reduced pressure, extracted with ethyl acetate, washed with water, liquid-separated, dried over anhydrous sodium sulfate, filtered concentrated, and concentrated under reduced pressure.After silica gel column chromatography (eluent: eluent: petroleum ether: ethyl acetate = 5:1),The product was obtained as a pale yellow solid, methyl 2-quinoxalinecarboxylate (1.01 g, yield: 93.5%).

As the paragraph descriping shows that 879-65-2 is playing an increasingly important role.

Reference£º
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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

3. Take a 50 mL round bottom flask.To which quinoxaline-2-carboxylic acid (175 mg, 1 mmol) andEDCI (230mg, 1.2mmol) andHOBT (176mg, 1.3mmol)Soluble in 20mL DMF solution,The ratio of the amounts of the three raw materials is 1:1.2:1.3.Compound D (308 mg, 1.2 mmol) was added after half an hour.Stir at room temperature and monitor with TLC.After the reaction was completed, the reaction solution was washed with water, 5% HCl, 5% Na?The organic phase was dried over anhydrous Na 2 SO 4 and evaporated under reduced pressure.The crude product was separated and purified by thin layer chromatography (PE: EA = 2:1) to afford objective compound 1.Product 1 was a pale yellow solid with a yield of 40%.

As the paragraph descriping shows that 879-65-2 is playing an increasingly important role.

Reference£º
Patent; Hefei University of Technology; Li Qingshan; Shen Bangnian; Li Yao; Ruan Banfeng; (19 pag.)CN109912574; (2019); A;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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

4.10 7-Bromo-4-methyltetrazolo[1,5-a]quinoxaline (10) Method A: To a solution of (5, 0.01 mol) in absolute ethanol (50 mL), sodium azide (0.01 mol) was added and the reaction mixture was refluxed for two days (monitored by TLC). After completion of the reaction, the mixture was filtered. The solvent was evaporated under reduced pressure to give the product, dried and crystallized from benzene, yield 61%.

As the paragraph descriping shows that 98416-72-9 is playing an increasingly important role.

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108229-82-9,6-Bromo-2,3-dichloroquinoxaline,as a common compound, the synthetic route is as follows.,108229-82-9

To a solution of compound 1 (2.78 g, 0.01 mol)in acetonitrile (50 mL), DMF (10 mL), anhydrouspotassium carbonate (2.0 g) and 2-thiouracil (1.54 g,0.012 mol) were added. The reaction mixture washeated under reflux for 16 h. After completion of the reaction, the reaction mixture was filtered to remove the potassium carbonate, then the solution was allowed to stand overnight at room temperature. The separated solid was filtered, dried and purified by column chromatography using an elution system chloroform : methanol (5 : 0.1, v/v) to give the product. Yield: 50%; (brown powder): m.p. 237-239 C;IR (KBr, cm -1 ): 1712 (C=O), 1594 (C=N). 1 H NMR(DMSO-d 6 , delta , ppm): 6.54 (d, 1H, J = 7 Hz, CH-C=O-pyrimidine), 8.02-8.08 (m, 3H, Ar-H),8.41 (d, 1H, J = 7 Hz, CH-N-pyrimidine). 13 C NMR(DMSO-d 6 , delta , ppm): 112.09 (CH-C=O-pyrimidine),123.19-138.74 (6Ar-C), 144.47, 146.33 (3C=N),151.25 (CH-N=C-pyrimidine), 159.60 (C=O). MS(m/z), 64 (M + – C 8 H 3 BrN 3 OS; 100%), 332 (M + ;69%), 333 (M + + 1; 12%), 334 (M + + 2; 67%).Analysis: calcd. for C 12 H 5 BrN 4 OS (333.16): C,43.26; H, 1.51; N, 16.82; S, 9.62%; found: C, 43.39;H, 1.43; N, 16.98; S, 9.84%.

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

32601-86-8, 2-Chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,32601-86-8

General procedure: Method A. To a solution of chloroheterocycles (2.5 mmol) inCHCl3 (25 mL) was added (0.69 g, 2.5 mmol) of N-cyclohexyldithiocarbamate cyclohexylammonium salt. The reaction mixture was refluxed at 61 C for 12 h. The reaction mixture wasevaporated under reduced pressure and 25 mL of ethanol wasadded to the solid residue. The yellowish-orange precipitatewas filtered to give the desired product. The crude compounds were pure enough for analytical purposes. Purification of products for analysis was achieved by crystallization from theappropriate solvent; chromatographed with the appropriateeluent or by repeated dissolution in KOH and reprecipitation byacetic acid. The filtrate was evaporated once again and the solidobtained was crystalized from ethanol water to give symmetrical dicyclohexylthiourea (3).

The synthetic route of 32601-86-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Fathalla, Walid; Ali, Ibrahim A. I.; Pazdera, Pavel; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 174 – 181;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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

2-[(Imino(methylamino)methyl)thio]-3-quinoxalinecarboxylic acid ethyl ester, hydrochloride 2-Chloro-3-quinoxalinecarboxylic acid ethyl ester (4.733 g., 0.02 mole) and 1.803 g. (0.02 mole) of monomethylthiourea were dissolved in 100 ml. of acetone and the solution as stirred at reflux for 11/2 hours, cooled, and filtered to give 5.62 g. of crude solid. Extraction of the crude solid with boiling acetonitrile left 3.14 g. of insoluble product, m.p. 180 (dec.).

The synthetic route of 49679-45-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; American Home Products Corporation; US4349674; (1982); A;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider