Day: August 28, 2020

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;,
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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

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;,
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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

4.10 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;,
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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;,
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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;,
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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.,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;,
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53967-21-8, 6-(Bromomethyl)quinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,53967-21-8

The light reddish solution of 6-bromomethyl-quinoxaline was used to prepare 6-hydroxymethyl-quinoxaline as shown in the examples below.

The synthetic route of 53967-21-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Air Products and Chemicals, Inc.; US6548670; (2003); B1;,
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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.,55687-02-0

To a stirred solution of tert-butyl (2S)-2-[5-(6-bromopyridin-3-yl)-1 H-imidazol-2-yl]pyrrolidine-1 -carboxylate (1.5 g, 3.8 mmol), obtained from Preparation 55, in dry 1 ,4-dioxane (25 ml_) was added hexamethylditin (1.25 g, 3.8 mmol), followed by Pd(PPh3)4 (1.1 g, 0.95 mmol). The reaction mixture was degassed, put under nitrogen three times and then heated at reflux for 2 hours. The reaction mixture was then allowed to cool to room temperature and diluted with ethyl acetate (50 ml_). The organic phase was washed with saturated aqueous ammonium chloride solution (50 ml_), water (50 ml_) and brine (50 ml_). The organic portion was then dried over sodium sulphate and evaporated. The residue was then dissolved in DMF (25 ml_). 6-Bromo-2- chloroquinoxaline (0.93 g, 3.8 mmol) was added, followed by cesium fluoride (1.1 g, 6.9 mmol), copper (I) chloride (0.34 g, 13.8 mmol) and Pd(PPh3)4 (1.0 g, 0.86 mmol). The reaction mixture was degassed three times and then heated to 1100C for 5 hours. It was allowed to cool to room temperature and then was poured into ethyl acetate (200 ml_). The resulting suspension was washed with 0.880 ammonia solution (200 ml_). The aqueous layer was extracted with more ethyl acetate (2 x 50 ml_) and the combined organic layers were dried over sodium sulphate and evaporated. The crude product was purified by column chromatography (ethyl acetate: heptane 1 :3 to 1 :1 ) to afford the title compound as a yellow solid (0.73 g).1H NMR (400 MHz, DMSOd6): delta= 12.16 (1 H, m), 9.90 (1 H, s), 9.19 (1 H, d), 8.51 (1 H, d), 8.38 (1 H, d), 8.34 (1 H, dd), 8.11 (1 H, d), 8.03 (1 H, dd), 7.82 (1 H, m), 4.85 (1 H, m), 3.56 (1 H, m), 3.38 (1 H, m), 2.24 (2H, m), 1.94 (2H, m), 1.30 (9H, br s, 9H).

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); A1;,
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83570-42-7, 1-(Quinoxalin-6-yl)ethanone is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,83570-42-7

A mixture of quinoxaline-6-carboxylic acid (2 g, 11.49 mmol) and thionyl chloride (30 mL) was stirred at reflux for 2 hours. The reaction mixture was concentrated to dryness using a rotary evaporator to afford quinoxaline-6- EPO carboxylic acid chloride (crude quantitative). A solution of the above acid chloride (11.49 mmol) in DCM (50 mL) and pyridine (20 mL) was mixed with N,O-dimethyl hydroxylamine HCI salt (2.24 g, 23 mmol) and stirred at room temperature for 12 hours. The reaction was quenched by adding aqueous HCI (50 mL, 1 N), extracted with DCM (3×100 mL), concentrated using a rotary evaporator. The residue was further purified by column (Sitheta2, Hexanes/EtOAc = 1 :3) to yield quinoxaline-6-carboxylic acid methoxy-methyl-amide (2 g, 80%). To a solution of the above Weinreb amide (2.0 g, 9.2 mmol) in THF (30 mL) at O0C was added methyl magnesium bromide (3.9 mL, 11.6 mmol). The reaction mixture was stirred at O0C for 2 hours and then 1 hour at room temperature, quenched by adding aqueous HCI (20 mL, 1 N), extracted with DCM (3×100 mL), concentrated using a rotary evaporator. The residue was further-purified by column (SiO2, Hexanes/EtOAc = 1 :3) to yield 6-acetylquinoxaline (1.17 g, 74%). A solution of 2- chloronicotinic acid ethyl ester (5.0 g, 27 mmol) in MeOH (25 mL) was mixed with sodium methoxide (25.6 mL, 112.5 mmol) and stirred at reflux for 12 hours. The reaction was quenched by adding water (100 mL), extracted with DCM (3×100 mL), concentrated using a rotary evaporator to afford 2-methoxynicotinic acid methyl ester (3.2 g, 71%). A solution of 6-acetylquinoxaline (0.62 g, 3.6 mmol), 2- methoxynicotinic acid methyl ester (0.64 g, 3.8 mmol), and sodium hydride (0.46 g, 11.4 mmol) in THF (100 mL) was stirred at room temperature for 16 hours. The reaction was quenched by adding water (100 mL) and AcOH (20 mL), extracted with dichloromethane (3×100 mL), and concentrated using a rotary evaporator. The residue was re-dissolved in DCM (5 mL) and MeOH (3 mL) and was diluted with Hexanes (50 mL). The solid was removed by filtration and the filtrate was concentrated to afford the diketo compound (0.7 g, 60%). A solution of the above diketone (0.4 g, 1.3 mmol) in AcOH (50 mL) and sulfuric acid (cone, 15 drops) was stirred at reflux for 1 hour. Most of the solvent was removed using a rotary evaporator. The residue was re-dissolved in MeOH and neutralized with potassium carbonate to pH = 8. The solid residue was removed by filtration, washed with MeOH and DCM. The filtrate was extracted with CH2CI2 (3×100 mL) and concentrated using a rotary evaporator. The solid residue was purified by column (SiO2, Hexanes/EtOAc/MeOH = 2:2:1) to afford 2-(quinoxalin-6-yl)-4H- EPO pyrano[2,3-b]pyridin-4-one (90 mg, 24%); MS (ES) m/z: 276 (M+1 ); MP 272.3- 274.80C

The synthetic route of 83570-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RESVERLOGIX CORP.; JOHANSSON, Jan, O.; HANSEN, Henrik, C.; CHIACCHIA, Fabrizio, S.; WONG, Norman, C.W.; WO2007/16525; (2007); A2;,
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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

Example 108; 4-(4-Fluoro-benzyl)-1-(quinoxaline-2-carbonyl)-piperidine-4-carbonitrile To a stirred solution of Quinoxaline-2-carboxylic acid (100 mg, 0.57 mmol) in DMF was added DIPEA (0.3 ml, 0.72 mmol), EDCI (220 mg, 1.15 mmol), and HOBT (116 mg, 0.86 mmol) at 0 C. The reaction mixture was stirred for half an hour atroom temperature and was added 4-(4-Fluoro-benzyl)-piperidine-4-carbonitrile (125 mg, 0.57 mmol). The reaction mixture was stirred overnight atroom temperature, diluted with water and extracted with ethyl acetate. The organic layer was washed with water, brine, dried over Na2SO4 and concentrated under reduced pressure. Thus obtained crude was purified with column chromatography (Si-gel, 0.5% MeOH-DCM) to afford 110 mg (51.4%) of 4-(4-Fluoro-benzyl)-1-(quinoxaline-2-carbonyl)-piperidine-4-carbonitrile. LC/MS [M+H]+: 375.4. 11H-NMR (400 MHz, DMSO-d6) delta (ppm): 9.1 (s, 1H), 8.17-7.94 (m, 4H), 7.36 (t, 2H), 7.17 (t, 2H), 4.64 (d, 1H), 4.0 (d, 1H), 3.27 (m, 1H), 2.99 (m, 3H), 1.93 (m, 1H), 1.79 (m, 3H). HPLC: 97.1%

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

Reference£º
Patent; KHAMRAI, Uttam; Ronsheim, Matthew; Karak, Sumit Kumar; US2010/152160; (2010); A1;,
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