Heterocyclic Building Blocks-quinoxaline

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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50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

50998-17-9, INTERMEDIATE 13 -(Quinoxalin-6-yl)benzaldehydeA mixture of 6-bromoquinoxaline (210 mg, 1.01 mmol), 3-formylphenylboronic acid (301 mg, 2.01 mmol), 2M aqueous sodium carbonate solution (1.7 mL, 14.4 mmol) and Pd(PPh3)4 (35 mg, 0.03 mmol) in DME (3.5 mL) was heated to 1200C in a sealed tube, under microwave irradiation, for 20 minutes. After cooling, the organic phase was adsorbed onto silica and purified by column chromatography (SiO2, 10-100% EtOAc in heptane) to give the title compound (340 mg) as a beige solid. 6H (CDCl3) 10.15 (s, IH), 8.91 (d, IH), 8.89 (d, IH), 8.38 (d, IH), 8.26-8.31 (m, IH), 8.24 (d, IH), 8.10 (dd, IH), 8.02-8.07 (m, IH), 7.94-8.00 (dd, IH), 7.72 (t, IH). LCMS (ES+) 235 (M+H)+, RT 2.99 minutes.

The synthetic route of 50998-17-9 has been constantly updated, and we look forward to future research findings.

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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148231-12-3, 5,8-Dibromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In 100ml three-necked flask, 5,8-dibromo quinoxaline 1.00g (3.47mmol), 4- (4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine 3 .27g (15.97mmol), tetrakistriphenylphosphinepalladium 0.401g (0.347mmol), as a phase transfer catalyst, adding Aliquat336 (Aldrich) 0.150g (0.371mmol), after argon gas replacement, sequentially added degassed 1,4-dioxane 27ml and 1M- potassium carbonate aqueous solution 22ml with argon gas, after the reflux at 105 15 hours, the reaction solution after returning to room temperature, the chloroform and was added saturated brine . The solution was transferred to a separatory funnel, and the organic layer was washed with saturated brine, after dehydration by stirring at room temperature for 1 hour over magnesium sulfate as a drying agent to the organic layer, then palladium scavenger silica gel (Aldrich the Ltd.) was stirred for 1 hour at 2g was added at room temperature to remove residual palladium in the organic layer. After filtering off the drying agent and silica gel, and the solvent was evaporated under reduced pressure. The crude product was purified by silica gel column chromatography (toluene / acetone = 1/2) to obtain a desired product. The yield 0.78g, 79% yield., 148231-12-3

The synthetic route of 148231-12-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RICOH COMPANY LIMITED; HIRANO, SHIGENOBU; OKADA, TAKASHI; SAGISAKA, TOSHIYA; SATO, TSUTOMU; (22 pag.)JP5811808; (2015); B2;,
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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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83570-42-7, 1-(Quinoxalin-6-yl)ethanone is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

83570-42-7, After dissolving 6-(quinoxalin-6-yl)ethan-1-one (4.6 g, 27.0 mmol) synthesized in Step 1 and diethyl oxalate (7.3 mL, 53.9 mmol) in ethanol (9 mL), a 2 M ethoxysodium solution (26.9 mL, 53.9 mmol) was slowly added dropwise thereto at 50C, and the result was refluxed for 2 hours. After cooling the result to room temperature, the solvent was vacuum concentrated, and the result was acidified by adding 2 M HCl dropwise thereto. Dichloromethane was introduced thereto for extraction, and the organic layer was dried using anhydrous magnesium sulfate and then filtered. The filtrate was concentrated and purified using column chromatography to obtain a target compound (6.7 g). 1H NMR spectrum (300 MHz, CDCl3) delta 8.96(s, 2H), 8.78(s, 1H), 8.35(dd, 1H), 8.24(d, 1H), 7.27(s, 1H), 4.44(q, 2H), 1.45(t, 3H).

As the paragraph descriping shows that 83570-42-7 is playing an increasingly important role.

Reference£º
Patent; Hanmi Pharmaceutical Co., Ltd.; LEE, Kyung Ik; JUNG, Young Hee; SONG, Ji Young; JUN, Seung Ah; (89 pag.)EP3480193; (2019); A1;,
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108229-82-9, 6-Bromo-2,3-dichloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound 1 (2.78 g, 0.01 mol)and 2-mercaptobenzimidazole (1.80 g, 0.012 mol) inabsolute ethanol (50 mL) was refluxed for 14 h.After completion of the reaction, the reaction mix-ture was cooled and the precipitate that formed wasfiltered, dried and crystallized from ethanol to givethe product. Yield: 44%; (gray powder): m.p. 229-231 O C;IR (KBr, cm -1 ): 1624 (C=N). 1 H NMR (DMSO-d 6 , delta ,ppm): 7.41-8.06 (m, 7H, Ar-H). 13 C NMR (DMSO-d 6 , delta , ppm): 114.40-140.97 (12Ar-C), 143.72, 152.90(3C=N). MS (m/z), 354 (M + ; 20%), 355 (M + + 1;100%), 356 (M + + 2; 23%). Analysis: calcd. forC 15 H 7 BrN 4 S (355.21): C, 50.72; H, 1.99; N, 15.77; S,9.03%; found: C, 50.91; H, 2.19; N, 15.65; S, 9.20%., 108229-82-9

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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6298-37-9, Quinoxalin-6-amine is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6298-37-9, To a solution of compound D or E (1 mmol) in dichloromethane (10 ml) at 0 C. under atmosphere of nitrogen are added triethylamine (0.55 ml, 2 mmol) and slowly the acid chloride in solution in dichloromethane (5 ml). The reaction mixture is stirred at room temperature for 2 h. The reaction is hydrolyzed with water and then extracted with dichloromethane. The organic phase is dried on anhydrous MgSO4 and then concentrated under vacuum. The products are purified on a silica column in a mixture of cyclohexane and ethyl acetate in a proportion of 8:2.Yield: 70%1H NMR (300 MHz, CDCl3) delta ppm: 0.88 (t, J=6.9 Hz, 3H); 1.25 (m, 18H); 1.68 (m, 6H); 2.45 (t, J=7.5 Hz, 2H); 7.58 (s, 1H); 8.04 (m, 2H); 8.27 (s, 1H); 8.74 (d, J=1.5 Hz, 1H); 8.79 (d, J=1.5 Hz, 1H).13C NMR (50 MHz, CDCl3) delta ppm: 14.1, 22.7, 25.5, 29.4, 29.5, 29.6, 31.9, 37.9, 116.8, 124.0, 130.1, 139.5, 140.2, 143.7, 145.4, 171.9.ESI-MS m/z: 370 ([M+H]+, 100).IR cm-1: 732, 786, 832, 957, 1026, 1217, 1355, 1498, 1542, 1583, 1619, 1671, 1749, 2851, 2921, 3054, 3304

6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE(CNRS); US2011/118270; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.887590-25-2,tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate,as a common compound, the synthetic route is as follows.

887590-25-2, 12.2: 4-{4-[4-(Pyridin-4-yloxy)piperidin-1-yl]phenyl}-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester 1.2 g of 4-[1-(4-bromophenyl)piperidin-4-yloxy]pyridine are placed in 20 ml of anhydrous o-xylene. 0.844 g of 3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester is added, then 0.519 g of sodium tert-butoxide is added, followed by 0.032 g of palladium acetate, and then addition is completed with 0.029 g of tri(tert-butyl)phosphine. The reaction mixture is heated at 150 C. for 6 h. Heating is subsequently halted, the mixture is brought back to ambient temperature and ethyl acetate is added. The mixture is washed twice with water and then twice with a saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulphate and concentrated under reduced pressure. The crude product obtained is chromatographed on silica gel, elution being carried out with a gradient of a dichloromethane/methanol (99/1 to 97/3) mixture. 1.1 g of 4-{4-[4-(pyridin-4-yloxy)piperidin-1-yl]phenyl}-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester are obtained. M+H+=487

887590-25-2 tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate 16740533, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI-AVENTIS; US2011/9391; (2011); A1;,
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13708-12-8, 5-Methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-methylquinoxaline (9.50 g, 66.0 mmol) in acetonitrile (80 mL) was added 1-bromopyrrolidine-2,5-dione (27.0 g, 151.7 mmol) at room temperature. The resulting solution was stirred for 16 h at 60 C. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure and the residue was diluted with ethyl acetate (500 mL). The insoluble solids in the mixture were filtered out and the filtrate was washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure to yield 5-bromo-8-methylquinoxaline as brown solid (6.00 g, 41%). MS: m/z=222.9 [M+H]+.

13708-12-8, As the paragraph descriping shows that 13708-12-8 is playing an increasingly important role.

Reference£º
Patent; Merck Patent GmbH; SHERER, Brian A.; BRUGGER, Nadia; LAN, Ruoxi; CHEN, Xiaoling; (60 pag.)US2019/23687; (2019); 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: A 25 mL pressure vial was charged with 2-methylquinoline (1a) (71.5 mg, 0.50 mmol, 1.0 equiv.), I2 (317.3 mg, 1.25 mmol, 2.5 equiv.) and DMSO (3.0 mL). The vial was sealed and the resulting mixture was stirred at 110 C for 4-6 h under an air atmosphere, after disappearance of the reactant (monitored by TLC), then added benzohydrazide (2a) (81.6 mg, 0.6 mmol, 1.2 equiv.) , K2CO3 (414.0 mg, 3.0 mmol, 6.0 equiv.) at 110 C for another 4-6 h. After the reaction completed, and added 50 mL water to the mixture, then extracted with EtOAc 3 times (3 ¡Á 50 mL). The extract was washed with 10% Na2S2O3 solution (w/w), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was puried by flash column chromatography on silica gel to yield the corresponding product 3aa as a yellow solid (72% yield)., 1593-08-4

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

Reference£º
Article; Shang, Zhi-Hao; Sun, Ji-Na; Guo, Jiang-Shan; Sun, Yuan-Yuan; Weng, Wei-Zhao; Zhang, Zhen-Xiao; Li, Zeng-Jing; Zhu, Yan-Ping; Tetrahedron; vol. 76; 6; (2020);,
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