Category: 49679-45-0

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

EXAMPLE 10 2-(Aminoiminomethylthio)-3-quinoxalinecarboxylic acid ethyl ester, hydrochloride 2-Chloro-3-quinoxalinecarboxylic acid ethyl ester (9.5 g., 0.04 mole) and 3.052 g. (0.04 mole) of thiourea were dissolved in 200 ml. of acetone. The solution was boiled in an open flask for 11/2 hours during which acetone was added to maintain the volume at 200 ml. The reaction mixture was cooled and the solid was collected by filtration to give 7.8 g. of crude product. Recrystallization from methanol-acetone afforded 3.55 g. of off-white solid, over wide range dec. Analysis for: C12 H13 ClN4 O2 S Calculated: C, 46.08; H, 4.19; N, 17.91; Cl, 11.33; S, 10.25. Found: C, 46.01; H, 4.13; N, 17.85; Cl, 11.38; S, 10.32. An additional 4.05 g. of product was recovered from the reaction mixture to give a total yield of 7.60 g. (59.3%). Found: C, 46.06; H, 4.14; N, 17.79; Cl, 11.38; S, 10.37

49679-45-0, As the paragraph descriping shows that 49679-45-0 is playing an increasingly important role.

Reference£º
Patent; American Home Products Corporation; US4349674; (1982); A;,
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49679-45-0,49679-45-0, 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).

As the paragraph descriping shows that 49679-45-0 is playing an increasingly important role.

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.

(IB) Method B: A suspension of ethyl 3-chloroquinoxaline-2-carboxylate (11.5 g, 48.6 mmol) prepared by a method recited in J. Chem. Soc. 1945, 622, trimethylboroxine (6.06 g, 48.6 mmol),[l,r-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (1.98 g, 2.42 mmol), and potassium carbonate (13.4 g, 97.0 mmol) in 1,4-dioxane (162 mL) was heated for 4.5 hour at 115 C. After being cooled to ambient temperature, the reaction mixture was filtrated through celite with ethyl acetate (500 mL). The filtrate was combined and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate = 9:1 to 2:1) followed by recrystallization from ethanol-water (1/4) to give ethyl 3-methylquinoxaline-2-carboxylate as a colorless crystals (8.36 g, 80%). mp 74-75 0C. MS (APCI): m/z 217 (M+H).

49679-45-0, As the paragraph descriping shows that 49679-45-0 is playing an increasingly important role.

Reference£º
Patent; MITSUBISHI TANABE PHARMA CORPORATION; MORIMOTO, Hiroshi; SAKAMOTO, Toshiaki; HIMIYAMA, Toshiyuki; KAWANISHI, Eiji; MATSUMURA, Takehiko; WO2010/30027; (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.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: 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.

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; 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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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

Step J (Compound 10): [00150] Compound 6 (77.7 mg./0. 33 mmol. ) was dissolved in ethanol. Added was 3,5- Dimethyl aniline and the reaction mixture (in a sealed tube) was heated to 85 degrees. After stirring overnight, the reaction was allowed to cool to room temperature. The precipitated solid was diluted with ethanol and collected by filtration. Yield: 33.7 mg. approximately 30%. LC Data-retention time: 7.166 min. , >95% pure, MS+ (FIA) Data: 322.1., 49679-45-0

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

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/56547; (2005); A2;,
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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,49679-45-0

To a mixture of ethyl 3-chloroquinoxaline-2-carboxylate (1 g,4.22 mmol) and 2-bromophenylboronic acid (0.93 g, 4.64mmol) in MeCN (30 mL), was added Pd(PPh3)4 (0.097 g, 0.084mmol) and 2 M aq Na2CO3 solution (10 mL). The resultingmixture was stirred at 100 C for 5 h. After cooling the mixturewas diluted with CH2Cl2 and washed three times with H2O anddried over MgSO4. After filtration and evaporation of the solvent,the crude product was purified by silica gel chromatographywith CH2Cl2 as eluent to furnish the product 3 as a yellowsolid; yield 1.1 g (73%); mp 100 C. 1H NMR (250 MHz, CDCl3): delta= 1.19 (t, J = 7.1 Hz, 3 H, CH3), 4.33 (q, J = 7.1 Hz, 2 H, CH2), 7.33-7.40 (m, 1 H, HAr), 7.45-7.85 (m, 2 H, HAr), 7.67 (d, J = 8.0 Hz, 1 H,HAr), 7.89-7.93 (m, 2 H, HAr), 8.19-8.23 (m, 1 H, HAr), 8.31-8.35(m, 1 H, HAr). 13C NMR (62.5 MHz, CDCl3): delta = 13.7, 62.3, 122.1,127.6, 129.3, 130.0, 130.3, 130.5, 131.0, 132.1, 132.3, 139.8,140.4, 142.0, 144.4, 153.2, 164.7. Anal. Calcd for C17H13BrN2O2:C, 57.16; H, 3.67; N, 7.84. Found: C, 57.61; H, 3.61; N, 7.86.

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

Reference£º
Article; Khoumeri, Omar; Vanelle, Francois-Xavier; Crozet, Maxime D.; Terme, Thierry; Vanelle, Patrice; Synlett; vol. 27; 10; (2016); p. 1547 – 1550;,
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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

A solution of ethyl 3-chloroquinoxaline-2-carboxylate (500 mg, 2.12 mmol) in morpholine (5 mL was stirred for 1 hour at 100C. It was diluted with water, extracted with EA (x3), washed with brine (x2). The organic layer was dried and concentrated to give 450 mg (crude) of desired compound as yellow oil, which was used directly in the next step without further purification. ESI MS m/z = 287.5 [M+H]+.

As the paragraph descriping shows that 49679-45-0 is playing an increasingly important role.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; LIN, Kai; RHODIN, Michael, H.J.; McALLISTER, Nicole, V.; OR, Yat, Sun; (447 pag.)WO2019/67864; (2019); 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.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.,49679-45-0

General procedure: 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.

As the paragraph descriping shows that 49679-45-0 is playing an increasingly important role.

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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

EXAMPLE 2 Preparation of 5-(3-(4-fluoro-2-methoxyphenoxy)quinoxaline-2-carboxamido)picolinic [00621] A mixture of ethyl 3-chloroquinoxaline-2-carboxylate (300 mg, 1.27 mmol), 4-fluoro- 2-methoxy-phenol (289.0 mu, 2.54 mmol) and Cs2C03 (826.3 mg, 2.54 mmol) in NMP (3.0 mL) was stirred at 100 C for 3 hours. The reaction mixture was poured into water, the pH was adjusted to pH 6 with IN HCl and the mixture was extracted with ethyl acetate (3x). The organics were combined, washed with brine, dried over Na2S04 and evaporated to dryness. Purification by column chromatography using a gradient of MeOH in dichloromethane (0 -10%) gave 3-(4-fluoro-2-methoxy- phenoxy)quinoxaline-2-carboxylic acid (360 mg, 90%) as a red oil. ESI-MS m/z calc. 314.07, found 315.1 (M+l)+; Retention time: 1.35 minutes (3 minutes run).

49679-45-0, 49679-45-0 Ethyl 3-chloroquinoxaline-2-carboxylate 12283436, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara, Sabina; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; BEAR, Brian, Richard; TERMIN, Andreas, P.; JOHNSON, James, Philip; WO2014/120815; (2014); A1;,
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49679-45-0,49679-45-0, Ethyl 3-chloroquinoxaline-2-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl 3-chloroquinoxaline-2-carboxylate (500 mg, 2.12 mmol) in morpholine (5 mL was stirred for 1 hour at 100 C. It was diluted with water, extracted with EA (x3), washed with brine (x2). The organic layer was dried and concentrated to give 450 mg (cmde) of desired compound as yellow oil, which was used directly in the next step without further purification. ESI MS m/z = 287.5 [M+Hjt

49679-45-0 Ethyl 3-chloroquinoxaline-2-carboxylate 12283436, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; OR, Yat, Sun; (434 pag.)WO2017/15449; (2017); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider