Month: November 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32601-86-8,2-Chloro-3-methylquinoxaline,as a common compound, the synthetic route is as follows.

0180] First, 3.02 g of 2-chloro-3-methylquinoxaline, 3.88 g of 3,5-dimethylphenyl boronic acid, 2.77 g of sodium carbonate, 0.14 g of bis(triphenylphosphine)palladium(II)dichloride (abbreviation: Pd(PPh3)2Cl2), 20 mL of water, and 20 mL of DMF were put in a recovery flask equipped with a reflux pipe, and the air in the flask was replaced with argon. Heating was performed by irradiation with microwaves (2.45 GHz, 100 W) for 2 hours. Then, water was added to this solution, and the organic layer was extracted with dichloromethane. The obtained organic layer was washed with water and saturated saline, and was dried with magnesium sulfate. The solution obtained by the drying was filtered. The solvent of this solution was distilled off, and the obtained residue was purified by flash column chromatography using hexane and ethyl acetate in a volume ratio of 5: 1 as a developing solvent. The solid obtained by concentration of a fraction was purified by flash column chromatography using dichloromethane as a developing solvent to give a target quinoxaline derivative, Hmdmpq, as flesh color powder in a yield of 72 %. Note that the irradiation with microwaves was performed using a microwave synthesis system (Discover, manufactured by CEM Corporation). Synthesis Scheme (b- 1) of Step 1 is shown below. [0181]

32601-86-8, 32601-86-8 2-Chloro-3-methylquinoxaline 236276, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; INOUE, Hideko; YAMAGUCHI, Tomoya; SEO, Hiromi; TAKAHASHI, Tatsuyoshi; SEO, Satoshi; WO2014/199842; (2014); 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 solution of 11i (30 mg, 110 mumol), 6-bromoquinoxaline (41.8 mg, 200 mumol), Bu4NOAc (78.3 mg, 260 mumol) and Pd(OAc)2 (4.4 mg, 19.6 mol) in NMP (0.5 mL ). The reaction mixture was stirred for 13 h at 100 oC and cooled to room temperature. The mixture was concentrated under reduced pressure, diluted with water, and extracted with EtOAc (3 ¡Á 5 mL). The EtOAc solution was washed with brine (5 mL), dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (1:1 hexane/EtOAc) to afford the compound 12i (8.4 mg, 19%) as a yellow solid. TLC: Rf 0.29 (1:1 hexane/EtOAc). mp: 164166 oC. 1H-NMR (400 MHz, CDCl3) delta 8.93 (d, 1H, J = 2.0 Hz), 8.88 (d, 1H, J = 2.0 Hz), 8.18 (d, 1H, J = 8.8 Hz), 8.08 (d, 1H, J = 2.0 Hz), 7.77 (dd, 1H, J = 8.8 Hz, J = 2.0 Hz), 7.74 (t, 1H, J = 8.0 Hz), 7.65 (d, 1H, J = 8.0 Hz), 7.15-7.10 (m, 3H), 6.73 (tt, 1H, JHF = 8.8 Hz, JHH = 2.4 Hz), 2.17 (s, 3H). 13C-NMR (100 MHz, CDCl3) delta 163.3 (dd, JCF = 246.9 Hz, JCF = 13.1 Hz), 158.4, 148.9, 146.3, 146.0, 144.0, 143.2, 142.8, 139.3, 133.6, 133.2, 132.3, 131.7, 130.3, 130.0, 124.0, 115.6, 110.5 (dd, JCF = 19.3 Hz, JCF = 7.6 Hz), 103.9 (t, JCF = 24.9 Hz), 23.8. HRMS (ESI) calcd. for C22H15F2N6 (M+H): 401.1321; found 401.1327., 50998-17-9

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

Reference£º
Article; Li, Fei; Park, Yunjeong; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry Letters; vol. 23; 4; (2013); p. 1083 – 1086;,
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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,6925-00-4

Example 5. 3,7-bis[(quinoxalin-6-yl)carbonyl]-1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one (compound 5 corresponding to general formula 1.3).; To a solution of 34.8 g (0.2 mole) of quinoxaline-6-carboxylic acid in absolute dimethylformamide, 35.64 g (0.22 mole) of CDI were added while stirring and cooling in an ice bath. Stirring was carried out for five hours. Then a solution of 24.1 g (0.1 mole) of 1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one hydrochloride in DBU (1,8-diazabicyclo[5.4.0]undene-7) was added to the reaction mixture. The reaction was heated up to 50C and heated for eight hours. Then precipitate was filtered off. Filtrate was evaporated to dryness. The residue was applied on a chromatographic silica gel column. Chlorophorm was used as an eluent. A fraction with Rf=0.52 was recovered on silufol in the CHCl3-EtOH (20:1) system. Solvent was distilled off, and a clear oil was obtained which over time was crystallized. Yield: 64%. 1HNMR (CDCl3 delta, ppm): 0.97 s(6H); 3.00 d (2H, J 12 Hz); 3.34 d(2H, J 12 Hz); 4.22 d (2H, J 12 Hz); 4.84 d (2H, J 12 Hz); aromatic protons [7.80 d (1H, J=5.8 Hz), 8.18 s (1H), 8.20 d (1H, J=5.8 Hz)].

The synthetic route of 6925-00-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Institute of Physiologically active compunds of the Russian Academy of Sciences (IPAC RAN); EP2088149; (2009); A1;,
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98416-72-9, 6-Bromo-2-chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,98416-72-9

General procedure: Aminophenol (0.01 mol) was dissolved in a mixture of acetonitrile(50 mL) and DMF (5 mL) containing anhydrous potassium carbonate(2.0 g). The mixture was refluxed for 1 h, then (5, 0.01 mol)was added and the mixture was further refluxed for 6 h (monitoredby TLC). After completion of the reaction, the mixture was filteredand the excess of acetonitrile was evaporated under reduced pressureand crystallized from ethanol to give the correspondingcompounds. 4.12.1 2-[6(7)-Bromo-2-methylquinoxalin-3-yloxy]aniline (12a) The compound 12a was obtained from the reaction of o-aminophenol. Yield: 64%; (orange powder): mp 119-121 C; IR (KBr) numax in cm-1: 3412, 3325 (NH2), 2921, 2825 (aliphatic C-H), 1603 (C=N); 1H NMR (DMSO-d6, 500 MHz): delta 2.75 (s, 3H, CH3), 4.45 (br s, 2H, NH2; exchangeable with D2O), 6.83-7.73 (m, 7H, Ar-H); 13C NMR (DMSO-d6, 125 MHz): delta 20.68 (CH3), 122.60-138.01 (12Ar-C), 143.94, 149.65 (2C=N); MS (m/z), 314 (M+-CH3; 100%), 329 (M+; 35%), 330 (M++1; 13%), 331 (M++2; 34%). Anal. Calcd for C15H12BrN3O (230.18): C, 54.56; H, 3.66; N, 12.73. Found: C, 54.78; H, 3.91; N, 12.63.

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.41959-35-7,6-Nitro-1,2,3,4-tetrahydroquinoxaline,as a common compound, the synthetic route is as follows.

To a stirred solution of 789 6-nitro-1,2,3,4-tetrahydroquinoxaline (0.5 g, 2.79 mmol, 1.0 eq) in 743 DCM (20 mL) was added 155 triethylamine (1.17 mL, 8.37 mmol, 3.0 eq) and 790 DMAP (68 mg, 0.558 mmol, 0.2 eq) at rt. The resulting mixture was allowed to cool to 0 C. followed by addition of 482 di-tert-butyl dicarbonate (1.41 mL, 6.139 mmol, 2.2 eq), the reaction mixture was stirred at RT for overnight. The progress of reaction was monitored by LCMS. The reaction mixture was diluted with DCM (50 mL), and washed with water (2¡Á50 mL) dried over Na2SO4, filtered and concentrated and purified by combi flash [silica gel 100-200 mesh; elution 0-35% 19 EtOAc in 20 Hexane] to afford the desired compound 791 di-tert-butyl 6-nitro-2,3-dihydroquinoxaline-1,4-dicarboxylate (0.65 g, 61.43%) as yellow viscous. (0776) LCMS: (M+1)+380.4., 41959-35-7

41959-35-7 6-Nitro-1,2,3,4-tetrahydroquinoxaline 10197942, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); 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.

Methyl (S)-1-((S)-2-(5-(4-(6-bromoquinoxalin-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate A mixture of methyl (S)-3-methyl-1-oxo-1-((S)-2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)butan-2-ylcarbamate (5 g, 10.1 mmol), 6-bromo-2-chloroquinoxaline (2.94 g, 12.1 mmol), cesium carbonate (6.51 g, 20.1 mmol), dioxane (100 mL) and water (10 mL) was degassed and flashed with nitrogen three times. Tetrakis(triphenylphosphine)palladium (0) (1.16 g, 1.01 mmol) was then added to the mixture. The mixture was then heated at 80 C. overnight while stirring. Solvent was then removed by evaporation in vacuo. The solid residue was treated with DCM and water to make a biphasic solution. The dichloromethane layer was separated, dried over sodium sulfate, filtered and evaporated. The black crude product was purified by column (0-5% MeOH in DCM) to give a deep colored solid product, methyl (S)-1-((S)-2-(5-(4-(6-bromoquinoxalin-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate (5.47 g, 94%): ESI-LRMS m/e calcd for C28H29BrN6O3 [M+] 578, found 579 [M+H+].

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

Reference£º
Patent; Alam, Muzaffar; Berthel, Steven Joseph; Brinkman, John A.; Hawley, Ronald Charles; Li, Hongju; Palmer, Wylie Solang; Pietranico-Cole, Sherrie; Sarabu, Ramakanth; Smith, Mark; So, Sung-Sau; Yi, Lin; Zhai, Yansheng; Zhang, Qiang; Zhao, Shu-Hai; US2012/230951; (2012); A1;,
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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

Intermediate 1 (1.75 g, 8 mmol) was dissolved in 25 ml of ethanol, 0.1 ml of concentrated sulfuric acid was added, and refluxed at 78 C.At night, TLC detected that the reaction was completed. The reaction was quenched with ice water and the reaction was completely precipitated and neutralized with NaHCO3 to pH = 7.The mixture was filtered under EtOAc (EtOAc)EtOAc.PE/EA = 10/1 to 5/1 column chromatography, yielding 1.62 g of Compound 2 pure product, yield 82.2%.

The synthetic route of 7712-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong University; Li Xun; Wu Jifeng; (32 pag.)CN108997230; (2018); A;,
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1392413-56-7, 6-Bromo-3-chloro-2-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 78-Bromo-l-(5-butoxypyridin-3-yl)-4-methyl[l,2,4]triazolo[4,3-a]quinoxaline (B-7)To a solution of intermediate I-4a (5 g, 19.4 mmol) in BuOH (40 ml) intermediate 1-12 (4.06 g, 19.4 mmol) was added. The r.m. was heated in a sealed reactor at 160 C for 30 min. The mixture was then evaporated till dryness and the residue taken up in EtOAc. The organic layer was washed with NaHC03 (sat. sol), then separated, dried (MgS04), filtered and the solvent evaporated in vacuo. The crude mixture was purified by chromatography (silica, EtOAc in DCM 5/95 to 25/75), the desired fractions were collected and evaporated, and the solid compound obtained was further triturated with heptane to give final compound B-7 (3.3 g, 41%). 1H NMR (300 MHz, DMSO-d6) delta ppm 0.93 (t, J=7.4 Hz, 3 H), 1.45 (sxt, J=7.5 Hz, 2 H), 1.75 (quin, J=6.3 Hz, 2 H), 2.92 (s, 3 H), 4.13 (t, J=6.3 Hz, 2 H), 7.48 (d, J=1.6 Hz, 1 H), 7.82 (dd, J=8.7, 1.8 Hz, 1 H), 7.91 (br. s., 1 H), 7.99 (d, J=8.7 Hz, 1 H), 8.55 (br. s, 1 H), 8.65 (d, J=2.6 Hz, 1 H).

1392413-56-7, The synthetic route of 1392413-56-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; ROMBOUTS, Frederik, Jan, Rita; TRABANCO-SUAREZ, Andres, Avelino; VANHOOF, Greta, Constantia, Peter; DE ANGELIS, Meri; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; GUILLEMONT, Jerome, Emile, Georges; BORMANS, Guy, Maurits R.; CELEN, Sofie, Jeanne, Leopoldine; VLIEGEN, Maarten; WO2013/924; (2013); A1;,
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6639-87-8, 6-Nitroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0170] To a solution of 6-nitroquinoxaline (2.2 g, 12.57 mmol, 1.0 eq) in MeOH, was added dropwise Ranney-Ni (0.7 mL) and hydrazine hydrate (5 mL) was added at 0 C. The mixture was stirred for 2 h at RT. The mixture was filtered and washed with MeOH. The solid was dried under vacuo to give the product (1.8 g, yield: 98.75%>). LC/MS: m/z (M++l) = 146. 42C. Preparation of N-methylquinoxalin-6-amine

6639-87-8, 6639-87-8 6-Nitroquinoxaline 96029, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMARESOURCES (SHANGHAI) CO., LTD.; CHEN, Ping; ZHOU, Ding; SHAO, Shaoping; CAI, Zhen-wei; WO2013/6792; (2013); 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

879-65-2, EXAMPLE 53; 2-[fOuinoxaline-2-carbonyl)-aminol-indan-2-carboxylic acid ethyl ester (53):To a solution of quinoxaline-5-carboxylic acid (400mg, 2.3mmol), 2-amino-indan-2- carboxylic acid ethyl ester (471mg, 2.3mmol), HATU (1.3g, 3.45mmol) in anhydrous DMF (15mL) is added DIPEA (570muL, 3.45mmol). The resulting solution is stirred at RT overnight.75 After the removal of DMF in vacuo, the residue is dissolved in EtOAc (5OmL) and washed with water (I x 1OmL) and brine (2 x 1OmL). The organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by flash column chromatography (115g silica gel, gradient elution: 5-40% EtOAc in heptane) to give a pure product (56) as an orange solid (605mg, 73%).1H NMR (CDCl3, 300MHz): delta 1.26(t, 3H), 3.55(d, 2H), 3.84(d, 2H), 4.28(q, 2H), 7.21-7.29(m, 4H), 7.79-7.89(m, 2H), 8.08-8.18(m, 2H), 8.46(s, IH), 9.64(s, IH) LC/MS (ES+) m/z = 361.12

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

Reference£º
Patent; SANOFI-AVENTIS; WO2008/151211; (2008); A1;,
Quinoxaline – Wikipedia
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