Day: November 13, 2020

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

[1499] to a solution of quinoxaline-2-carboxylic acid (6 g, 34.45 mmol) in MeOH (80 ml) was added con. H2SO4 (675.8 mg, 6.89 mmol) dropwise, then the mixture was stirred at 65 ¡ãC for 10 hours. After cooling to room temperature, the mixture was neutralized with a sat. NaHCO3 and extracted with DCM (60 ml x 3). The organic phases were combined, dried with anhydrous Na2SO4, and evaporated to afford compound 356a (5.80 g, yield: 89.47percent) as a brown solid. The crude product was used directly in the next step without further purification. 1H NMR (CDCl3, 400 mhz) delta 9.56 (s, 1h), 8.31 (d, j = 7.6 hz, 1h), 8.20 (d, j = 8.0 hz, 1h), 7.97 – 7.84 (m, 2h), 4.13 (s, 3h).

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

Reference£º
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.80636-30-2,3,3-Dimethyl-3,4-dihydroquinoxalin-2(1H)-one,as a common compound, the synthetic route is as follows.,80636-30-2

3,4-Dihydro-1,3,3-trimethylquinoxalin-2(1H)-one. In a 200-mL r.b. flask, a solution of 3,4-dihydro-3,3-dimethylquinoxalin-2(1H)-one (1.00 g, 5.66 mmol) in dry THF was treated with NaH (0.28 g, 7.09 mmol, 1.25 equiv). The reaction mixture was stirred at room temperature for 30 minutes before iodomethane (0.39 mL, 6.24 mmol, 1.1 equiv) was added to the reaction flask. The reaction was then stirred at room temperature overnight then partitioned between EtOAc (100 mL) and H2O (20 mL). The aqueous layer was extracted with EtOAc (2*30 mL). The combined organic layers were then washed with brine (20 mL), dried (MgSO4), filtered, and concentrated to a thick oil. Purification by flash chromatography (25% EtOAc/hexane) afforded 830 mg (78%) of 3,4-dihydro-1,3,3-trimethylquinoxalin-2(1H)-one as a white solid. Data for 3,4-dihydro-1,3,3-trimethylquinoxalin-2(1H)-one: 1H NMR (400 MHz, CDCl3) delta 6.90 (m, 3H), 6.67 (d, J=7.7, 1H), 3.69 (bs, 1H), 3.36 (s, 3H), 1.37 (s, 6H).

80636-30-2 3,3-Dimethyl-3,4-dihydroquinoxalin-2(1H)-one 595203, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Ligand Pharmaceuticals, Inc.; US6462038; (2002); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.

HATU (0.631 g, 1.66 mmol) was added to a mixture of Intermediate 125 (0.50 g, 1.5 mmol) and quinoxalin-6-amine (0.219 g, 1.51 mmol) in DMF (10 mL) and DIPEA (0.53 mL, 3 mmol) and the reaction mixture was stirred at rt for 16 h. The reaction mixture was partitioned between aq NaHCC -NaCl (30 mL) and EtOAc (2 x 50 mL) and the combined organic components were dried, filtered concentrated and then purified by flash silica chromatography: (40g SiC , eluted with solv A = Hexane / solv B = EtOAc, gradient from 0 – 70%B, hold at 70%B) to yield the title compound (790 mg) as light yellow solid. LC-MS retention time = 1.15 min; m/z = 459.1 [M+H]+. (Column: Waters Aquit BEH C18 2.1 X 50 mm 1.7U. Solvent A = 100% Water: 0.05% TFA. Solvent B = 100% Acetonitrile: 0.05% TFA. Flow Rate = 0.8 mL/min. Gradient: 2-98% B. Gradient Time = 1.5 min. Wavelength = 220)., 6298-37-9

The synthetic route of 6298-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VIIV HEALTHCARE (No.5) LIMITED; BENDER, John A.; LOPEZ, Omar D.; NGUYEN, Van N.; YANG, Zhong; WANG, Alan Xiangdong; WANG, Gan; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; THANGATHIRUPATHY, Srinivasan; (350 pag.)WO2016/172425; (2016); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3476-89-9,1,2,3,4-Tetrahydroquinoxaline,as a common compound, the synthetic route is as follows.

Example 4: Synthesis of 2- (3, 4-DIHYDRO-2H-QUINOXALIN-1-YLMETHYL)-1, 1, 1-TRIFLUORO-4- (5- fluoro-2-methoxyphenyl)-4-methylpentan-2-ol A solution of 2-[2-(5-FLUORO-2-METHOXYPHENYL)-2-METHYLPROPYL]-2-TRIFLUOROMETHYLOXIRANE (see Example 1) (54.4 mg) and tetrahydroquinoxaline (124. 8 mg) in DMF (0.6 mL) was heated at 100C for 6 hours. The resulting mixture was diluted with diethyl ether, washed with water and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by preparative TLC (eluted with 25% diethyl ether-benzene) to give the title compound as a clear oil (31.2 mg)., 3476-89-9

The synthetic route of 3476-89-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2004/63163; (2004); A1;,
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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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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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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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