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 15 2-[(Propylamino)(propylimino)methylthio]-3-quinoxalinecarboxylic acid ethyl ester, hydrochloride 2-Chloro-3-quinoxalinecarboxylic acid ethyl ester (3.551 g., 0.015 mole) and 2.405 g. (0.015 mole) of 1,3-di-n-propylthiourea were dissolved in acetone and heated at reflux for 11/2 hours. The solution was concentrated to a volume of 50 ml. and cooled. A small amount of solid was removed by filtration. The filtrate was further concentrated to a volume of 25 ml. and ether was added to turbidity. After the reaction mixture had been cooled the yellow solid was collected by filtration to give 2.77 g. (46.6%) of the product, m.p. 129-130 C. Analysis for: C18 H25 ClN4 O2 S Calculated: C, 54.47; H, 6.35; N, 14.12; Cl, 8.93; S, 8.08. Found: C, 54.42; H, 6.50; N, 14.12; Cl, 8.87; S, 8.07., 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; American Home Products Corporation; US4349674; (1982); A;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

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

(1B) Method B: A suspension of ethyl 3-chloroquinoxaline-2-carboxylate (11.5 g, 48.6 mmol), trimethylboroxine (6.06 g, 48.6 mmol), [1,1′-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 colorless crystals (8.36 g, 80%). mp 74-75 C. MS (APCI): m/z 217 (M+H).

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

Reference£º
Patent; Kawanishi, Eiji; Matsumura, Takehiko; US2011/160206; (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.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

A suspension of 3-chloroquinoxaline-2-carboxylate (86.0 g, 363 mmol), trimethylboroxine (22.8 g, 0.182 mmol), [1,1 ‘- bis(diphenylphosphino) ferrocene] dichloropalladium(II) (8.90 g, 11.0 mmol), and potassium carbonate (100 g, 727 mmol) in 1,4-dioxane (726 mL) was heated at 115 C for 4 h. And then trimethylboroxine (22.8 g, 0.182 mmol) was added again and heated at same temperature for 2 h. After being cooled to ambient temperature, the reaction mixture was diluted with ethyl acetate (700 mL) and filtrated through celite with ethyl acetate (1000 mL). The filtrate was combined and concentrated in vacuo. The residue was purified by silica gel column chromatography (silica gel 900 g, hexane: ethyl acetate = 9: 1 to 17:3) followed by recrystallization from cold hexane to give ethyl 3- methylquinoxaline-2-carboxylate. MS (APCI): m/z 217 (M+H)., 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; MITSUBISHI TANABE PHARMA CORPORATION; KAWANISHI, Eiji; HONGU, Mitsuya; TANAKA, Yoshihito; WO2011/105628; (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.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

(1) To a solution of ethyl 3-chloroquinoxaline-2-carboxylate (2.00 g, 8.41 mmol) was added sodium methoxide (28% in methanol, 3.60 g, 18.7 mmol) at 0 C. After being stirred for 1 hour at room temperature, the reaction mixture was diluted with dichloromethane (200 mL). The solution was neutralized with ammonium chloride and filtrated through celite. The filtrate was combined and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1 to 3:2), followed by trituration with hexane to give ethyl 3-methoxyquinoxaline-2-carboxylate as colorless powder (1.37 g, 74%). MS (APCI): m/z 219 (M+H).

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; Kawanishi, Eiji; Matsumura, Takehiko; US2011/160206; (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.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;,
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

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;,
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: 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). 4.1.1.1. Ethyl 3-(phenylethynyl)quinoxaline-2-carboxylate (2a) Yellowsolid; mp 109 C. 1H NMR (200 MHz, CDCl3) = delta (ppm) 1.48 (t,J = 7.1 Hz, 3H), 4.60 (q, J = 7.1 Hz, 2H), 7.37-7.43 (m, 3H), 7.66-7.69(m, 2H), 7.77-7.88 (m, 2H), 8.11-8.20 (m, 2H). 13C NMR (50 MHz,CDCl3) = delta (ppm) 14.2, 62.6, 86.1, 96.0, 121.5, 128.4 (3), 128.8, 129.7(2), 131.1, 132.2, 132.3, 137.2,139.3, 142.3, 146.1, 164.4. Anal. Calcd forC19H14N2O2: C, 75.48; H, 4.67; N, 9.27. Found: C, 75.71; H, 4.52; N,9.21.

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

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;,
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

49679-45-0, Step G (Compound 7) [00142] Compound 6 (1.6 g. ) was dissolved in ethanol (32.0 ml. ). The reaction mixture was cooled to approximately-50 degrees via an acetone/dry ice bath. Ammonia (g) was bubbled into the solvent for approximately 30 seconds and the glass vessel was capped. The bath was removed and the reaction mixture was allowed to gradually rise to room temperature where it was stirred overnight. The reaction mixture was re-cooled to-50 degrees (as above) and the glass vessel was opened. After allowing to warm to room temperature, the solid product was collected by filtration. After washing with a small amount of cool ethanol, the product was dried under reduced pressure. Yield: 720 mg. , approximately 52%. 1H NMR (500 MHz, CDC13) 5 8.16 (d, 1H), 8.08 (d, 1H), 7.97-7. 87 (m, 2H).

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

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

(1) To a solution of ethyl 3-chloroquinoxaline-2-carboxylate (see J. Chem. Soc. 1945, 622; 12.3 g, 52.0 mmol) and triethylamine (8.70 mL, 62.4 mmol) in N,N-dimethylformamide (52 mL) was added aqueous dimethylamine (50%, 6.60 mL, 62.7 mmol) at room temperature. After being stirred for 3 hour at room temperature, the reaction mixture was poured into water (500 mL), and the mixture was extracted with ethyl acetate (2000 mL). The organic layer was washed with water, dried over sodium sulfate, filtrated and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give ethyl 3-(dimethylamino)quinoxaline-2-carboxylate as a pale yellow oil (12.6 g, 99%). MS (APCI): m/z 246 (M+H).

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; Kawanishi, Eiji; Matsumura, Takehiko; US2011/160206; (2011); A1;,
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 16 2-[(Butylamino)(butylimino)methylthio]-3-quinoxalinecarboxylic acid ethyl ester, hydrochloride 2-Chloro-3-quinoxalinecarboxylic acid ethyl ester (7.10 g., 0.03 mole) was dissolved in 125 ml. of acetone treated with Norit and filtered. The filtrate was added to 5.650 g. (0.03 mole) of 1,3-di-n-butylthiourea in 100 ml. of acetone. The solution was stirred at reflux under a nitrogen atmosphere for 6 hours, allowed to cool to room temperature, and stirred an additional 17 hours. The red solution was treated with Norit, filtered, and concentrated to a volume of 100 ml. The yellow solid that crystallized out was collected by filtration, washed and dried to give the 6.05 g. (47.5% yield) of product, m.p. 138-139 C. (dec.). Analysis for: C20 H29 ClN4 O2 S Calculated: C, 56.52; H, 6.88; N, 13.18; Cl, 8.34. Found: C, 56.74; H, 6.78; N, 13.25; Cl, 8.09.

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