Heterocyclic Building Blocks-quinoxaline

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;,
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49679-45-0, Ethyl 3-chloroquinoxaline-2-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To ethyl 3-chloroquinoxaline-2-carboxylate 1 (1 g, 4.22 mmol),appropriate acetylene derivative (3.33 mmol, 1.5 eq.) in ethanol(15 mL) was added in a two-necked flask containing triethylamine(1.4 mL, 10 mmol), Pd/C (45 mg, 0.42 mmol), triphenylphosphine(110 mg, 0.42 mmol), and CuI (50 mg, 0.26 mmol). The reaction mixture was stirred at 60 C for 5 h. After cooling, the mixture wasfiltered with celite and the filtrate diluted with dichloromethane,washed with H2O (3 x 40 mL) and dried over MgSO4. After evaporation,the crude product was purified by silica gel chromatography(CH2Cl2).

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

Reference£º
Article; Hajri, Majdi; Esteve, Marie-Anne; Khoumeri, Omar; Abderrahim, Raoudha; Terme, Thierry; Montana, Marc; Vanelle, Patrice; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 959 – 966;,
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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, Method A: a solution of compound 3 (1.11 g, 4.70 mmol), 3- aminophenol (622 mg, 5.70 mmol) and p-TSA, as a catalyst, in absolute ethanol (40 mL) was refluxed for 110 h. Ethanol was then evaporated under reduced pressure, and the resulting residue was purified by silica column chromatography using cyclohexane with ethyl acetate gradient (0e50%) as eluent to give the desired compound 4a (1.0 g, 69%) as a red powder. Mp 233.3 C. 1 H NMR (300 MHz, DMSO-d6) d 10.08 (bs, 1H, NH), 9.52 (bs, 1H, OH), 7.99 (dd, 1H, J 8.4, 0.6 Hz), 7.85e7.75 (m, 2H), 7.61e7.54 (m, 2H), 7.24e7.14 (m, 2H), 6.51 (dd, 1H, J 7.4, 2.4, 1.5 Hz), 4.48 (q, 2H, J 7.2 Hz, CH2), 1.41 (t, 3H, J 7.2 Hz, CH3). 13C NMR (75 MHz, DMSO-d6) d 166.1, 158.3, 148.8, 142.4, 140.7, 136.0, 133.4, 132.7, 130.0 (2 C), 126.7, 126.6, 111.1, 110.6, 107.3, 62.8, 14.5.

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

Reference£º
Article; Oyallon, Bruno; Brachet-Botineau, Marie; Loge, Cedric; Bonnet, Pascal; Souab, Mohamed; Robert, Thomas; Ruchaud, Sandrine; Bach, Stephane; Berthelot, Pascal; Gouilleux, Fabrice; Viaud-Massuard, Marie-Claude; Denevault-Sabourin, Caroline; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 101 – 109;,
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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, In a 10 ml seal tube, methyl (4S,7S)-6,10-dioxo-4-(5-(4-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)phenyl)- 1 H-imidazol-2-yl)octahydro- 1 H-pyridazino [ 1 ,2- a][l,2]diazepin-7-ylcarbamate (240 mg, 459 muiotaetaomicron?) (Intermediate 3), 6-bromo-2- chloroquinoxaline (112 mg, 459 muiotaetaomicron?) and Cs2C03 (299 mg, 917 muiotaetaomicron?) were combined with 1,4-dioxane (3.00 ml) and water (0.5 ml) to give a light brown solution. It was degased for 10 min and tetrakis(triphenylphosphine)palladium (0) (53.0 mg, 45.9 muiotaetaomicron?) was added. The reaction mixture was heated at 80 C for 16 h. It was diluted with EtOAc (6 ml) andconcentrated in vacuo. The residue was purified on a silica gel column (CH2C12, 2%, 3%, 5%, 8% and 10% MeOH/CH2Cl2 ) to afford methyl (4S,7S)-4-(5-(4-(6-bromoquinoxalin-2- yl)phenyl)- 1 H-imidazol-2-yl)-6, 10-dioxooctahydro- 1 H-pyridazino [ 1 ,2-a] [ 1 ,2]diazepin-7- ylcarbamate as a red solid (240 mg, 86.6%). ESI-LRMS m/e calcd for C28H26BrN704 [M+] 604, found 605 [M+H+].

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; BRINKMAN, John A.; LI, Hongju; SARABU, Ramakanth; SO, Sung-Sau; WO2013/53657; (2013); 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

EXAMPLE 121fert-Butyl 3-(quinoxalin-6-yl)benzylcarbamate6-Bromoquinoxaline (500 mg, 2.39 mmol), 3-(aminomethyl)phenylboronic acid hydrochloride (445 mg, 2.39 mmol), potassium phosphate (1000 mg, 4.78 mmol), water (3 mL), DME (13 mL) and Pd(PPh3)4 (277 mg, 0.24 mmol) were combined in a sealed tube and heated under microwave irradiation to 1400C for 1 h. Di-tert-butyl dicarbonate (545 mg, 2.50 mmol) was then added and the reaction mixture stirred at room temperature for 18 h. The organic layer was concentrated to dryness and purified by chromatography (SiO2, 20-100% EtOAc in petroleum ether) to give a yellow gum (232 mg). A sample (30 mg) was further purified by preparative HPLC to give the title compound (21.6 mg) as a clear solid. deltaH (CDCl3) 8.88 (IH, d, J 1.85 Hz), 8.85 (IH, d, J 1.86 Hz), 8.31 (IH, d, J 2.05 Hz), 8.18 (IH, d, J 8.73 Hz), 8.05 (IH, dd, J 8.74, 2.08 Hz), 7.67 (2H, d, J6.92 Hz), 7.49 (IH, t, J7.84 Hz), 7.37 (IH, d, J7.61 Hz), 4.93 (IH, s), 4.44 (2H, d, J5.95 Hz), 1.48 (9H, s). LCMS (ES+) 336 (M+H)+, RT 3.58 minutes {Method 2).

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

Reference£º
Patent; UCB PHARMA S.A.; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MACK, Stephen, Robert; PERRY, Benjamin, Garfield; RAPHY, Gilles; SAVILLE-STONES, Elizabeth, Anne; WO2010/52448; (2010); A2;,
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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, General procedure: A mixture of compound 1 (2.78 g, 0.01 mol)and arylthiosemicarbazone (0.01 mol) in absolute ethanol (50 mL) was refluxed for 4-5 h. After completion of the reaction, the reaction mixture was cooled and the precipitate that formed was filtered, dried and crystallized from benzene to produce the corresponding compounds.

108229-82-9 6-Bromo-2,3-dichloroquinoxaline 13799585, aquinoxaline compound, is more and more widely used in various fields.

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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.91-19-0,Quinoxaline,as a common compound, the synthetic route is as follows.,91-19-0

Bromine (3.84g, 24mmol) was added dropwise to a magnetically stirred refluxing mixture of quinoxaline (1) (390mg, 3.0mmol) and barium carbonate (1.20g, 6.1mmol) in acetonitrile (20mL). The resulting reaction mixture was heated at reflux temperature for 25h and allowed to warm to room temperature. The solvent was evaporated and the mixture was diluted with a saturated solution of sodium carbonate (10mL). The mixture was extracted with ethyl acetate (3¡Á25mL) and combined organic layers were washed with water, dried over Na2SO4 and concentrated. The residue was purified via column chromatography on silica gel (100g) by eluting with 15% EtOAc/n-hexane. The first fraction was 6-bromoquinoxaline (10) (195mg, 31%) data as before. The second fraction was 5,8-dibromoquinoxaline (12) (45mg, 5%) data as before. The third fraction was 6,7-dibromoquinoxaline (13) (50mg, 6%) data as before. The fourth fraction was 5,7-dibromoquinoxaline (11) (120mg, 14%) data as before. The fifth fraction was 5,6-dibromoquinoxaline (14) (240mg, 28%) data as before.

The synthetic route of 91-19-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ucar, Sefa; E?siz, Selcuk; Da?tan, Arif; Tetrahedron; vol. 73; 12; (2017); p. 1618 – 1632;,
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