Tag: M.W:100-200

23088-23-5, Methyl 6-Quinoxalinecarboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 2-(2-Chloro-4-methoxy-phenyl)-1-quinoxalin-6-yl-ethanone A 2M solution of tert-butylmagnesium chloride (CAS Reg. No. 677-22-5) in diethyl ether (5.9 ml) was added to 2-chloro-4-methoxyphenylacetic acid (1.173 g, CAS Reg. No. 91367-09-8) in THF (10 ml). The mixture was stirred at room temperature for 30 min. A solution of methyl 6-quinoxalinecarboxylate (1 g, CAS Reg. No. 23088-23-5) in THF (3 ml) was added and the resulting mixture was stirred overnight. Aqueous HCl (25%, 1.5 ml) and water (30 ml) were added and extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated to an oil. The residue was purified by flash chromatography (SiO2, EtOAc/heptane 1:2) to give the title compound (480 mg) as a light brown solid. MS (m/e)=313.2 [M+H+].

23088-23-5, The synthetic route of 23088-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hunziker, Daniel; Lerner, Christian; Mueller, Werner; Sander, Ulrike Obst; Pflieger, Philippe; Waldmeier, Pius; US2010/249139; (2010); A1;,
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6925-00-4,6925-00-4, Quinoxaline-6-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of quinoxaline-6-carboxylic acid (2 g, 11.49 mmol) and thionyl chloride (30 mL) was stirred at reflux for 2 hours. The reaction mixture was concentrated to dryness using a rotary evaporator to afford quinoxaline-6- EPO carboxylic acid chloride (crude quantitative). A solution of the above acid chloride (11.49 mmol) in DCM (50 mL) and pyridine (20 mL) was mixed with N,O-dimethyl hydroxylamine HCI salt (2.24 g, 23 mmol) and stirred at room temperature for 12 hours. The reaction was quenched by adding aqueous HCI (50 mL, 1 N), extracted with DCM (3×100 mL), concentrated using a rotary evaporator. The residue was further purified by column (Sitheta2, Hexanes/EtOAc = 1 :3) to yield quinoxaline-6-carboxylic acid methoxy-methyl-amide (2 g, 80%). To a solution of the above Weinreb amide (2.0 g, 9.2 mmol) in THF (30 mL) at O0C was added methyl magnesium bromide (3.9 mL, 11.6 mmol). The reaction mixture was stirred at O0C for 2 hours and then 1 hour at room temperature, quenched by adding aqueous HCI (20 mL, 1 N), extracted with DCM (3×100 mL), concentrated using a rotary evaporator. The residue was further-purified by column (SiO2, Hexanes/EtOAc = 1 :3) to yield 6-acetylquinoxaline (1.17 g, 74%). A solution of 2- chloronicotinic acid ethyl ester (5.0 g, 27 mmol) in MeOH (25 mL) was mixed with sodium methoxide (25.6 mL, 112.5 mmol) and stirred at reflux for 12 hours. The reaction was quenched by adding water (100 mL), extracted with DCM (3×100 mL), concentrated using a rotary evaporator to afford 2-methoxynicotinic acid methyl ester (3.2 g, 71%). A solution of 6-acetylquinoxaline (0.62 g, 3.6 mmol), 2- methoxynicotinic acid methyl ester (0.64 g, 3.8 mmol), and sodium hydride (0.46 g, 11.4 mmol) in THF (100 mL) was stirred at room temperature for 16 hours. The reaction was quenched by adding water (100 mL) and AcOH (20 mL), extracted with dichloromethane (3×100 mL), and concentrated using a rotary evaporator. The residue was re-dissolved in DCM (5 mL) and MeOH (3 mL) and was diluted with Hexanes (50 mL). The solid was removed by filtration and the filtrate was concentrated to afford the diketo compound (0.7 g, 60%). A solution of the above diketone (0.4 g, 1.3 mmol) in AcOH (50 mL) and sulfuric acid (cone, 15 drops) was stirred at reflux for 1 hour. Most of the solvent was removed using a rotary evaporator. The residue was re-dissolved in MeOH and neutralized with potassium carbonate to pH = 8. The solid residue was removed by filtration, washed with MeOH and DCM. The filtrate was extracted with CH2CI2 (3×100 mL) and concentrated using a rotary evaporator. The solid residue was purified by column (SiO2, Hexanes/EtOAc/MeOH = 2:2:1) to afford 2-(quinoxalin-6-yl)-4H- EPO pyrano[2,3-b]pyridin-4-one (90 mg, 24%); MS (ES) m/z: 276 (M+1 ); MP 272.3- 274.80C

As the paragraph descriping shows that 6925-00-4 is playing an increasingly important role.

Reference£º
Patent; RESVERLOGIX CORP.; JOHANSSON, Jan, O.; HANSEN, Henrik, C.; CHIACCHIA, Fabrizio, S.; WONG, Norman, C.W.; WO2007/16525; (2007); A2;,
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7467-91-6, Quinoxalin-6-ol is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Underargon, to a solution of 6-ethoxyquinoxaline2(0.29 g, 1.65 mmol) in toluene (20 mL) was added aluminium chloride (0.80 g,5.96 mmol), and the reaction mixture was stirred at 100¡ãC. After 17 h, thereaction mixture was cooled to room temperature, and diluted with 1M aqueousNaOH solution (15 mL) and water (20 mL). The solution was extracted with ethylacetate (60 mL) twice, and the combined organic extracts were washed withbrine, dried over anhydrous Na2SO4, filteredand evaporated under reduced pressure to afford the crude product of 6-hydroxyquinoxalineas a brown oil. This crude product was dissolved in acetone (8.2 mL), and tothe solution were added potassium carbonate (1.14 g, 8.24 mmol) and tert-butylbromoacetate (0.24 mL, 1.64 mmol) at room temperature. The reaction mixture wasstirred at 55¡ãC. After 9 h, the reaction mixture was filtered and washed withacetone. The filtrate was evaporated under reduced pressure, diluted withchloroform, washed with water and brine, dried over anhydrous Na2SO4,filtered and evaporated under reduced pressure. The crude product was purifiedby column chromatography (kanto60N, hexane / ethyl acetate, 5 / 1 to 3 / 1)to afford the tert-butyl ester of the titlecompound as a brown solid (0.22 g, 51percent for 2steps). This ester (0.21 g, 0.83 mmol) was added to 35percent aqueous HCl solution(12 mL), and the reaction mixture was stirred at room temperature. After 7 h,the reaction mixture was evaporated under reduced pressure, and the residue waswashed with diethyl ether to afford the title compound as a brown powder (0.18g, 79percent), 7467-91-6

The synthetic route of 7467-91-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Koda, Hironori; Brazier, John Alan; Onishi, Ippei; Sasaki, Shigeki; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4583 – 4590;,
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879-65-2,879-65-2, 2-Quinoxalinecarboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 67QUINOXALINE-2-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE To a stirred solution of quinoxaline-2-carboxylic acid (26 mg, 0.15 mmol), N-[4-((R)-1-aminoethyl)-5-fluoro-2-methylphenyl]methanesulfonamide hydrochloride (35 mg, 0.12 mmol), and N,N,N’,N’-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (56 mg, 0.15 mmol) in N,N-dimethylformamide (0.5 mL) was added N,N-diisopropylethylamine (80 mg, 0.6 mmol). A catalytic amount of DMAP was added, and the reaction was stirred at room temperature for 16 hours. The reaction mixture was concentrated down to a solid. The crude product was suspended in MeOH and filtered, and the filtrate purified by HPLC to give the title compound (25.0 mg, 49%) as an off-white solid. m/z=403.1 (M+1), r.t. 2.83 min. 1H NMR (400 MHz; d6-DMSO) delta 9.43 (1H, s), 9.39 (1H, d), 8.30-8.26 (1H, m), 8.22-8.18 (1H, m), 8.03-7.97 (2H, m), 7.45 (1H, d), 7.11 (1H, d), 5.49-5.39 (1H, m), 3.02 (3H, s), 2.24 (3H, s), 1.57 (3H, d).

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

Reference£º
Patent; PFIZER INC.; RENOVIS, INC.; US2012/88746; (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.1593-08-4,2-Formylquinoxaline,as a common compound, the synthetic route is as follows.

Quinoxaline-2-carbaldehyde 626 (1.58 g, 10 mmol) was dissolved in EtOH (150 mL) and 1, 4-xylylenediamine (0.63 g, 4.6 mmol) was then added and mixture was stirred at 75 C for 3 h. The mixture was then cooled to room temp and the precipitate was filtered and washed with EtOH (¡Á3) to give the intermediate diimine as an off-white solid (1.82 g, 95%); mp = 185-186 C. The diimine (1.81 g, 4.3 mmol) was dissolved in MeOH (50 mL) and then cooled over an ice bath. Sodium cyanoborohydride (273 mg, 4.3 mmol) and acetic acid (4 mL) were added to the cooled solution and the suspended solid dissolved gradually whilst the mixture was stirred at room temp for 3 h. The volatile components were evaporated under diminished pressure. Ethyl acetate was then added to residue and this was then washed with aq NaHCO3. The aq layer was further extracted with EtOAc (3 ¡Á 10 mL). The combined organic layer was dried (MgSO4), filtered and the solvent was removed. Chromatography of the residue (EtOAc-MeOH, 2:1) gave 7 as a dark red solid (1.31 g, 72%); mp = 116-117 C; 1H NMR (CDCl3, 500 MHz): delta = 8.88 (s, 2H), 8.05-8.09 (m, 4H), 7.70-7.76 (m, 4H), 7.35 (s, 4H), 4.16 (s, 4H), 3.92 (s, 4H), 2.23 (s, 2H, NH); 13C NMR (125 MHz, CDCl3) delta 154.9 (C), 145.3, 141.9, 141.8 (each CH), 138.7 (C), 130.0, 129.3, 129.2, 129.0, 128.4 (each CH), 53.4, 52.8 (each CH2). HRMS (ESI): Found 443.1960 [M+Na]+, C26H24N6Na requires 443.1968.

1593-08-4, 1593-08-4 2-Formylquinoxaline 594088, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Jarikote, Dilip V.; Li, Wei; Jiang, Tao; Eriksson, Leif A.; Murphy, Paul V.; Bioorganic and Medicinal Chemistry; vol. 19; 2; (2011); p. 826 – 835;,
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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.

(3) To a solution of 4-chloro-2-(hydroxymethyl)-6-pyrrolidin-1-ylpyrimidine (1.00 g, 4.68 mmol) and 2-chloro-3-methylquinoxaline (1.25 g, 7.02 mmol) in N,N-dimethylformamide (10 mL) and tetrahydrofuran (20 mL) was added sodium hydride (60% dispersion in mineral oil, 281 mg, 7.02 mmol) at 0 C. The reaction mixture was stirred for 2 hour at room temperature, and then poured into cold water. The mixture was extracted with ethyl acetate and the organic layer was washed with water. The organic layer was dried over magnesium sulfate, filtrated and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1 to 7:3) to give 4-chloro-2-{[(3-methylquinoxalin-2-yl)oxy]methyl}-6-pyrrolidin-1-ylpyrimidine as red powder (1.67 g, quant.). mp 136-140 C. MS (APCI): m/z 356/358 (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
Patent; Kawanishi, Eiji; Matsumura, Takehiko; US2011/160206; (2011); A1;,
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6924-66-9, Quinoxaline-5-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6924-66-9, PyBOP (153 mg, 295 muiotaetaomicronIota) was added to a mixture of 8-amino-2-phenyl-2- azaspiro[4.5]decan-1 -one (isomer 1 ; Intermediate I22) (60.0 mg, 246 muiotaetaomicronIota), quinoxaline-5- carboxylic acid (56.3 mg, 307 muiotaetaomicronIota) and N,N-diisopropylethylamine (210 muIota, 1 .2 mmol) in DMF (1 .0 ml) and the mixture was stirred over night at room temperature. For work-up, water was added and the mixture was extracted with dichloromethane. The combined organic phases were washed with water, filtered through a silicone filter and concentrated to give the title compound 75.0 mg (75 % yield).LC-MS (Method 1 ): Rt= 1 .1 1 min; MS (ESIneg): m/z = 399 [M-H]- 1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 1 .467 (0.86), 1 .477 (1 .02), 1 .498 (2.79), 1 .508 (2.90), 1 .528 (3.17), 1 .538 (3.28), 1 .559 (1.77), 1 .569 (1 .61 ), 1.643 (1.88), 1 .679 (8.70), 1.713 (3.60), 1 .721 (3.97), 1 .746 (1 .02), 1 .754 (0.97), 2.016 (3.44), 2.025 (3.65), 2.048 (3.33), 2.057 (3.06), 2.080 (5.58), 2.097 (9.99), 2.1 15 (5.74), 2.327 (0.75), 2.523 (1.61 ), 2.669 (0.75), 2.727 (0.91 ), 2.888 (1 .13), 3.792 (6.01 ), 3.809 (10.26), 3.827 (5.74), 3.869 (0.75), 3.887 (1 .40), 3.898 (1 .72), 3.906 (1 .34), 3.916 (1 .72), 3.925 (1.29), 7.1 18 (2.63), 7.136 (5.80), 7.155 (3.44), 7.361 (6.71 ), 7.382 (9.40), 7.401 (6.23), 7.690 (10.20), 7.709 (8.97), 7.959 (4.40), 7.978 (5.80), 7.980 (6.01 ), 7.999 (5.37), 8.253 (5.64), 8.256 (5.96), 8.273 (4.99), 8.277 (4.94), 8.429 (5.64), 8.433 (5.48), 8.448 (5.32), 8.451 (4.78), 9.070 (6.23), 9.075 (15.95), 9.079 (16.00), 9.083 (5.96), 9.767 (4.19), 9.785 (4.13)

6924-66-9 Quinoxaline-5-carboxylic acid 776833, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BUCHGRABER, Philipp; EIS, Knut; WAGNER, Sarah; SUeLZLE, Detlev; VON NUSSBAUM, Franz; BENDER, Eckhard; LI, Volkhart, Min-Jian; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philipp; (248 pag.)WO2018/78005; (2018); A1;,
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1593-08-4, 2-Formylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To the flask containing a mixture of substituted benzaldehyde (1mmole) and 2-aminophenol (1mmole) was added silica chloride(1 eq) and was heated on a sand bath at 120 C, TLC was taken afterevery 1 h. After 4 h, TLC showed appearance of new spot. The productwas isolated by first separating out the catalyst by filtration using organicsolvent; the organic layer was dried using anhydrous sodiumsulfate and evaporated under vacuum. The solid thus obtained was recrystallized using petroleum ether and its % yield and melting pointswere determined. The results are tabulated in Table 1 and Table 2., 1593-08-4

1593-08-4 2-Formylquinoxaline 594088, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Desai, Sulaksha; Desai, Vidya; Shingade, Sunil; Bioorganic Chemistry; vol. 94; (2020);,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.879-65-2,2-Quinoxalinecarboxylic acid,as a common compound, the synthetic route is as follows.

879-65-2, General procedure: The mixture of ethyl 3,4-diaminobenzoate 19 (1 eq., 7.34 mmol) and appropriate benzoic acid (1 eq., 7.34 mmol) was put under argon atmosphere and 15 mL of POCl3 were added. The whole was heated at reflux for 3 h. The mixture was cooled to room temperature, poured on ice and neutralized with 6 M NaOH (80 mL), then brought to pH ca. 9 by addition of 20 g of solid NaHCO3. 100 mL of CHCl3 were added and phases were separated. Aqueous phase was extracted with CHCl3 (2¡Á50 mL). Combined organic phases were purified by chromatography on silica gel (CHCl3/MeOH, gradient 0-5 %).

The synthetic route of 879-65-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Moszczy?ski-P?tkowski, Rafa?; Majer, Jakub; Borkowska, Ma?gorzata; Bojarski, ?ukasz; Janowska, Sylwia; Mat?oka, Miko?aj; Stefaniak, Filip; Smuga, Damian; Bazyd?o, Katarzyna; Dubiel, Krzysztof; Wieczorek, Maciej; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 96 – 116;,
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3476-89-9, 1,2,3,4-Tetrahydroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or 1H NMR spectroscopy. After the desired time, the resulting reaction mixture was allowed to cool to room temperature and the solvent was removed under reduced pressure. The mixture was diluted with a saturated solution of sodium carbonate (10mL) and the mixture was extracted with ethyl acetate (2¡Á25mL). Combined organic layers were washed with water, dried over Na2SO4 and concentrated. The crude was purified appropriate method described in below., 3476-89-9

The synthetic route of 3476-89-9 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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