Category: 32601-86-8

32601-86-8, 2-Chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 8 N,N’-Bis(2-propenyl)carbamimidothioic acid(3-methyl-2-quinoxalinyl)ester, hydrochloride 2-Chloro-3-methylquinoxaline (3.56 g., 0.02 mole) was dissolved in 50 ml. of methanol, treated with Norit and filtered. The filtrate was added to 3.125 g. (0.02 mole) of 1,3-diallylthiourea in 50 ml. of methanol. The mixture was stirred at room temperature for 31/2 hours, then freed of solvent. Acetone was added to the residue and the solution again freed of solvent. The residue was triturated with ether and with acetone, filtered, washed and dried to give 4.12 g. (61.5% yield), m.p. 90-93 C. Analysis for: C16 H19 ClN4 S Calculated: C, 57.39; H, 5.72; N, 16.73; Cl, 10.59. Found: C, 56.99; H, 5.66; N, 16.58; Cl, 10.77.

32601-86-8, The synthetic route of 32601-86-8 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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32601-86-8, 2-Chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-chloro-3-methylquinoxaline (350 mg, 1.96 mmol), 2-amino-1-(piperidin-1-yl)ethanone hydrochloride (445 mg, 2.49 mmol) and DIPEA (1.027 mL, 5.88 mmol) in acetonitrile (4.0 mL) was heated to 100 C for 40 h. The reaction mixture was concentrated and dissolved in ethyl acetate (15 mL) and water (20 mL). The organic layer was separated. The aqueous layer was washed with ethyl acetate (5 x 15 mL). The organic layers were combined, dried through a hydrophobic frit and concentrated in vacuo. The crude material was purified using silica chromatography with a gradient of 0-70 % (3:1 ethylacetate:ethanol + 1 % triethylamine)/cyclohexane. The relevant fractions were combined and concentratedin vacuo to yield 2-((3-methylquinoxalin-2-yl)amino)-1-(piperidin-1-yl)ethanone (182 mg, 0.640 mmol, 32 % yield) as a brown powder. LCMS (High pH, ES+): tR = 0.96 min, [M+H]+ 285.19. 1H NMR (400 MHz, CDCl3) delta 1.59-1.75 (m, 6H), 2.64 (s, 3H), 3.47-3.53 (m, 2H), 3.63-3.69 (m, 2H), 4.33 (d, J = 3.79 Hz, 2H), 6.26 (br. s., 1H), 7.36 (ddd, J = 8.15, 7.01, 1.26 Hz, 1H), 7.51 (ddd, J = 8.27, 7.01,1.39 Hz, 1H), 7.69 (dd, J = 8.34, 1.01 Hz, 1H), 7.83 (dd, J = 8.08, 1.26 Hz, 1H) 13C NMR (101 MHz, CDCl3) delta 20.9, 24.4, 25.5, 26.3, 42.8, 43.3, 45.5, 124.2, 125.7, 128.1, 128.8, 136.9, 141.3, 145.4, 150.2, 166.8 HRMS: (C16H20N4O) [M+H]+ requires 285.1710, found [M+H]+ 285.1702 numax (neat): 3392, 1639, 1582, 1508, 1439, 1253, 1013, 769 cm-1., 32601-86-8

As the paragraph descriping shows that 32601-86-8 is playing an increasingly important role.

Reference£º
Article; Law, Robert P.; Ukuser, Sabri; Tape, Daniel T.; Talbot, Eric P. A.; Synthesis; vol. 49; 16; (2017); p. 3775 – 3793;,
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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.

Under the protection of nitrogen,Add 3-methyl-2-chloro-quinoxaline (1.78 g, 10 mmol) to a solution of 2-benzylaminoethoxyethanol (9.76 g, 50 mmol) in N-methylpyrrolidone (100 mL).Heated to 190 C reflux for 15 h,The reaction was monitored by LC-MS, and the reaction was completed. The reaction mixture was cooled, and ice water was added to the reaction mixture, which was extracted with ethyl acetate (50 mL*3), and the organic mixed phase was washed with water (100 mL) and saturated brine (100 mL*2) Dry over anhydrous sodium sulfate, filter, decompress the solvent under reduced pressure, and then purified by chromatography on silica gel column.Drying in vacuo gave 2.58 g of white solid compound VIII-2.Yield: 76.8%,, 32601-86-8

As the paragraph descriping shows that 32601-86-8 is playing an increasingly important role.

Reference£º
Patent; Chengdu Yuandong Bio-pharmaceutical Co., Ltd.; Zhang Tao; Zeng Yanqun; Yan Shengyong; Wang Ying; (22 pag.)CN108774183; (2018); A;,
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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

General procedure: A sealable reaction tube equipped with a magnetic stirrer bar was charged with azaarenes (1.0 mmol), sodium benzenesulfinate (2 equiv), TBAI (0.2 equiv), tert-butyl peroxybenzoate (TBPB, 1 equiv), and water (1 ml). The reaction was carried out at 100 C. After completion, the result was diluted with diethyl ether, washed with water and brine, and dried with Mg2SO4. After solvent removal under reduced pressure, the residue was purified by column chromatography on silica gel to afford the corresponding product., 32601-86-8

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

Reference£º
Article; Dong, Dao-Qing; Gao, Xing; Li, Li-Xia; Hao, Shuang-Hong; Wang, Zu-Li; Research on Chemical Intermediates; vol. 44; 12; (2018); p. 7557 – 7567;,
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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.

INTERMEDIATE: (3-Methyl-quinoxalin-2-yl)-hydrazine (Ha). 2-Oxo-propanoic acid methyl ester (9.0 mL) was added to a solution of 1,2-benzenediamine (10.8 g) in methanol (80 mL). The resulting suspension was refluxed for 10 min before it was cooled to ambient temperature. The precipitated solid was filtered off and dried to afford 3-methyl-lH-quinoxalin-2-one (15.3 g) sufficiently pure for the next step. 1.60 g of this material was dissolved in phosphoryl chloride (10 mL) and heated under MW conditions at 130 C for 0.5h. The volatiles were removed in vacuo, and the residue was treated with ice/water to quench excess phosphoryl chloride. Diethyl ether and brine were added and the organic layer was dried over Na2SO i, filtered, and concentrated in vacuo to afford 2-chloro-3- methyl-quinoxaline (1.7 g) sufficiently pure for the next step. This material was dissolved in ethanol (150 mL) and hydrazine hydrate (2.43 mL) was added. The mixture was refluxed for 1.5h. The volatiles were removed in vacuo, and the residual solid was washed with water, filtered off and dried Ila (1.2 g) sufficiently pure for the next step., 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; H. LUNDBECK A/S; J?RGENSEN, Morten; BRUUN, Anne, Techau; RASMUSSEN, Lars, Kyhn; LARSEN, Mogens; WO2013/34755; (2013); A1;,
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Quinoxaline | C8H6N2 | ChemSpider

32601-86-8, 2-Chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of NaH (33.7 mg, 842 muetaiotaomicron) in DMF (3 ml) at 0 under an argon atmosphere was added (6-(pyrrolidin-l-yl)pyridin-2-yl)methanol (0.1 g, 561 muiotaetaomicron) and 2-chloro-3- methylquinoxaline (150 mg, 842 muiotaetaomicron). The mixture was stirred at 0 for 2.5 firs. At 0 water was given to the reaction mixture. The product was extracted with EtOAc, washed with water, dried over MgSC^, filtered and evaporated. The crude product was purified by column chromatography using a CH2Cl2/MeOH gradient as eluent, providing the title compound (0.15 g, 83%) as off-white solid. MS: M = 321.1 (M+H)+

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; LERNER, Christian; WO2013/178569; (2013); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

32601-86-8, 2-Chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 2-chloro-3-methylquinoxaline (89 mg, 0.50 mmol, 1 equiv), N-Boc-2- pyrroleboronic acid (158 mg, 0.75 mmol, 1.5 equiv), and K3P045H20 (0.45 g, 1.5 mmol, 3 equiv) was added THF (400 iL) then a THF stock solution of 3 and PAd3 (100 .iL, 0.25 imol of Pd/PAd3). The mixture was stirred at 70 C for 5 h. The reaction mixture was diluted with ethylacetate then extracted with water. The combine organic layers were evaporated and the crude product was purified by flash chromatography. After drying, 148 mg (96 %) of 30 was obtained as a white solid.1H NMR (501 MHz, CDC13) 8.09 – 7.98 (m, 2H), 7.74 – 7.63 (m, 2H), 7.43 (dd, J 3.4, 1.7 Hz, 1H), 6.44 (dd, J= 3.3, 1.7 Hz, 1H), 6.33 (t, J= 3.4 Hz, 1H), 2.56 (s, 3H), 1.17 (s, 9H).3C{1H} NMR (126 MHz, CDC13) oe 154.5, 149.6, 148.6, 141.2, 140.3, 130.7, 129.8, 129.1,129.0, 128.3, 122.5, 115.6, 111.4, 84.2, 27.4, 23.0.HRIVIS (ESI) mlz calculated for C18H19N302 (M+1) 310.1550, found 310.1552., 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; THE TRUSTEES OF PRINCETON UNIVERSITY; CARROW, Brad P.; CHEN, Liye; (51 pag.)WO2017/75581; (2017); 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.32601-86-8,2-Chloro-3-methylquinoxaline,as a common compound, the synthetic route is as follows.

32601-86-8, EXAMPLE 7 N-(2-Propenyl)carbamimidothioic acid(3-methyl-2-quinoxalinyl)ester, hydrochloride 2-Chloro-3-methylquinoxaline (5.359 g., 0.03 mole) was dissolved in 75 ml. of acetone, treated with Norit and filtered. The filtrate was added to a solution of 3.485 g. (0.03 mole) of allylthiourea in 50 ml. of acetone while the solution was stirred at room temperature under N2. A precipitate had formed at the end of 2 hours. Stirring was continued for 31/2 hours. The solid that was filtered off was washed with acetone, then ether and dried, to give 6.68 g. (75.6% yield) of product as a pink solid, m.p. 113-114 C. Analysis for: C13 H15 ClN4 S Calculated: C, 52.97; H, 5.13; N, 19.01; Cl, 12.02; S, 10.87. Found: C, 52.78; H, 5.09; N, 19.33; Cl, 12.05; S, 10.77.

As the paragraph descriping shows that 32601-86-8 is playing an increasingly important role.

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

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.

General procedure: A mixture of azine chloride (0.50 mmol), Pd(PPh3)2Cl2 (42 mg, 0.06 mmol), CuI (6 mg, 0.03 mmol) and Et3N (6 mL) was stirred under argon for 20 min at room temperature. Then a solution of ethynyltrimethylsilane (63 mg, 0.09 mL, 0.64 mmol) was added dropwise. The flask was closed tightly. The resulting mixture was stirred for 24 h at 50-55C. The reaction mixture was evaporated to dryness without heating. The residue was mixed with silica gel and purified by flash column chromatography on silica gel (3¡Á30cm) with CHCl3 as the eluent. We were unable to obtain by chromatography pure samples of (trimethylsilyl)ethynyl derivatives because of their partial desilylation. Thus, pure (trimethylsilyl)ethynyl derivatives or partially desilylated products were subjected to desilylation according to the following procedure. To a solution of (trimethylsilyl)ethynyl azine (0.5 mmol) in methanol (5 mL), KF*2H2O (56 mg, 0.6mmol) was added. The reaction mixture was stirred for 24 h at room temperature and then evaporated to dryness. The residue was purified by flash column chromatography on silica gel with CH2Cl2 as the eluent. Rf, yield and characteristics for each compound are given below. All alkynes decompose when stored. 2-Methyl-3-((trimethylsilyl)ethynyl)quinoxaline Rf 0.3, 38%. Brown solid with mp 45-48C; 1H NMR (CDCl3) delta ppm: 0.35 (s, 9H), 2.89 (s, 3H), 7.68-7.75 (m, 2H), 7.99 (dd, J=7.7, 1.8Hz, 1H), 8.05 (dd, J=7.7, 1.8Hz, 1H); 13C NMR (CDCl3) delta ppm:-0.4, 23.2, 101.6, 102.5, 128.4, 128.9, 129.5, 130.5, 139.3, 140.6, 140.7, 155.3; IR, cm-1: 2161 (?C); MS (ESI) m/z: found 241.1163 [M+H]+, calcd for C14H16N2Si 241.1156 [M+H]+. 2-Ethynyl-3-methylquinoxaline (1b) Rf 0.4, 89%. Brown solid with mp 97-99C; 1H NMR (CDCl3) delta ppm: 2.90 (s, 3H), 3.58 (s, 1H), 7.70-7.77 (m, 2H), 8.00 (dd, J=7.9, 1.5Hz, 1H), 8.05 (dd, J=7.9, 1.5Hz, 1H); 13C NMR (CDCl3) delta ppm: 23.1, 80.9, 83.2, 128.5, 128.9, 129.6, 130.8, 138.6, 140.7, 140.9, 155.2; IR, cm-1: 2098 (?C); MS (ESI) m/z: found 169.0767 [M+H]+, calcd for C11H8N2 169.0760 [M+H]+., 32601-86-8

The synthetic route of 32601-86-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nelina-Nemtseva, Julia I.; Gulevskaya, Anna V.; Suslonov, Vitaliy V.; Misharev, Alexander D.; Tetrahedron; vol. 74; 10; (2018); p. 1101 – 1109;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

32601-86-8, 2-Chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-chloro-3-methylquinoxaline L [45] (500mg, 2.8mmol) and 4-chlorothiophenol (405mg, 2.8mmol) in anhydrous DMF (10mL), Cs2CO3 (912mg, 2.8mmol) was added under inert atmosphere. The mixture was stirred at 70C overnight. After completion of the reaction, water was added, leading to a precipitate which was separated by filtration. The resulting precipitate was then thoroughly washed with water. The precipitate was dissolved in CH2Cl2 and dried with Na2SO4. After filtration and evaporation, the resulting solid was purified by silica gel column chromatography (eluent: Petroleum Ether/CH2Cl2 1/1) to afford 2-((4-chlorophenyl)thio)-3-methylquinoxaline. Yield 83%. Beige powder. mp 118C. 1H NMR (250MHz, CDCl3) delta=7.96-7.92 (m, 1H), 7.72-7.68 (m, 1H), 7.60-7.54 (m, 4H), 7.44 (d, J=6.6 Hz, 2H), 2.77 (s, 3H). 13C NMR (101MHz, CDCl3) delta=155.3, 151.4, 141.4, 140.0, 136.7, 135.6, 129.5, 129.2, 128.6, 128.3, 128.1, 127.2, 22.4. LC-MS (ESI, 35 eV): tR=5.51min, m/z 287 [M+H]+., 32601-86-8

As the paragraph descriping shows that 32601-86-8 is playing an increasingly important role.

Reference£º
Article; Desroches, Justine; Kieffer, Charline; Primas, Nicolas; Hutter, Sebastien; Gellis, Armand; El-Kashef, Hussein; Rathelot, Pascal; Verhaeghe, Pierre; Azas, Nadine; Vanelle, Patrice; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 68 – 86;,
Quinoxaline – Wikipedia
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