Heterocyclic Building Blocks-quinoxaline

91-19-0, Quinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of quinoxaline (1) (390mg, 3.0mmol), NBS (390mg, 3.0mmol), and benzoyl peroxide (catalytic amount) in glacial acetic acid (10mL) was heated at reflux temperature for 20h. The reaction was monitored by TLC or 1H NMR spectroscopy. 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. 6-Bromoquinoxaline (10) (315mg, 50%) was obtained as a sole product. The reaction was repeated using DMF as a solvent at the same reaction condition and monobromide 10 was obtained in 51% yield., 91-19-0

As the paragraph descriping shows that 91-19-0 is playing an increasingly important role.

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.55687-02-0,6-Bromo-2-chloroquinoxaline,as a common compound, the synthetic route is as follows.

55687-02-0, To a stirred suspension of (2-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-1-{[2 (trimethylsilyl) ethoxy]methyl}- 1 H-imidazol-5-yl)boronic acid (150 mg, 0.26 mmol), obtained from Preparation 13b, in 1 ,2-dimethoxyethane (1 mL), was added 6-bromo-2-chloroquinoxaline (62 mg, 0.26 mmol), obtained from Preparation 30,Pd(dppf)CI2.DCM (13 mg, 0.05mmol) and 2M Na2CO3 (aq) (0.38 mL, 0.77 mmol). The mixture was degassed, then put under nitrogen three times and then stirred at 300C for 3 hours. The resulting dark brown mixture was partitioned between ethyl acetate (5 mL) and water (5 mL). The organic phases were extracted and the aqueous phase was washed with more EtOAc (5 mL). The organic phases were combined, dried (Na2SO4), filtered and concentrated in vacuo. The resulting crude material was purified by column chromatography (dry loaded redisep (4 g), 20 to 80 % ethyl acetate, heptane) to give 98 mg of the title compound as a orange foam.1H-NMR (400 MHz, MeOD): delta= 9.28 (1 H, d), 8.22 (1 H, d), 7.95 (3H, m), 6.70 (1 H, m), 5.95 (1 H, dd), 5.16(1 H, m), 3.75-3.52 (4H, m), 2.42 (1 H, m), 2.24-1.91 (3H, m), 1.46-1.21 (9H, m), 0.86 (2H, m), -0.17 (9H, d).LCMS (run time = 6 min): Rt = 4.38 min; m/z 574; 576 [M+H]+

As the paragraph descriping shows that 55687-02-0 is playing an increasingly important role.

Reference£º
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (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.1204-75-7,3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 29 N-[3,5-Bis(trifluoromethyl)phenyl]-3-hydroxyquinoxaline-2-carboxamide (Comopund No. 29). Using 3-hydroxyquinoxaline-2-carboxylic acid and 3,5-bis(trifluoromethyl)aniline as the raw materials, the same operation as the example 16 gave the title compound. Yield: 2.7%. 1H-NMR(DMSO-d6): delta 7.40-7.45(2H, m), 7.69(1H, td, J=8.4, 1.5Hz), 7.90-7.93(2H, m), 8.41(2H, s), 11.64(1H, s), 13.02(1H, s).

1204-75-7, The synthetic route of 1204-75-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Institute of Medicinal Molecular Design, Inc.; EP1352650; (2003); 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, EXAMPLE 94 Ethyl 4,5-Dihydro-4,4-dimethylimidazo[1,5-a]quinoxaline-3-carboxylate (XXXIII) Potassium tert-butoxide (1M, 4.54 ml) is added to 1,2,3,4-tetrahydro-3,3-dimethylquinoxalin-2-one (IV, EXAMPLE 2, 0.762 g) in THF (4 ml) at ice/saline temperature. The reaction is stirred for 40 min, at which time diethyl chlorophosphate (0.656 ml) is added. After stirring at ice-saline temperature for 2 hr, ethyl isocyanoacetate (0.562 g) is added, followed by potassium t-butoxide (1 M, 4.97 ml). The reaction is stirred for 3.5 hr, allowing it to slowly warm to 20-25. The reaction is then quenched with several drops of acetic acid and then partitioned between ethyl acetate, aqueous sodium bicarbonate and saline. The phases are separated and the organic phase is dried over magnesium sulfate, concentrated, and the resulting crude product chromatographed on silica gel (200 ml) eluding with methanol/dichloromethane (2/98). The appropriate fractions are pooled and concentrated to give the title compound, mp 145-149; NMR (CDCl3) 1.44, 1.74, 3.79, 4.40, 6.77, 6.82, 7.10, and 7.39 delta.

The synthetic route of 80636-30-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; The Upjohn Company; US5541324; (1996); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

A mixture of N- (4- (methylsulfonyl) benzyl) -3, 4-dihydro-2H- 1 , 4-benzoxazine-7-carboxamide (0.028 g, 0.08 mmol) , 6- bromoquinoxaline (33 mg, 0.160 mmol), RuPhos Pd Gl (5.83 mg, 8.00 mumol), RuPhos (3.73 mg, 8.00 muetaalphaomicron) , NaOtBu (0.023 g, 0.240 mmol) and D E (1 mL) was heated at 130 C for 2 h under (3825) microwave irradiation. The reaction mixture was diluted with AcOEt (3 mL) and quenched with H20 (1 mL) , and stirred for 2 min. The organic layer was separated and then the aqueous layer was extracted with EtOAc (2 mL) . The combined organic layer was evaporated by blowing away with the air at 60 C. The residue was purified by preparative HPLC (Actus Triart C18, eluted with MeCN/10 itiM NH4HCO3 aq. 5:95?100:0). Pure fractions were combined and concentrated by blowing away with the air at 60C to afford the title compound (18.3 mg, 0.0368 mmol, 48%)., 50998-17-9

As the paragraph descriping shows that 50998-17-9 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
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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

To an oven-dried one-arm round bottom flask were added 6-bromoquinoxaline (10b) (216 mg,1.00 mmol), Pd(PPh3)2Cl2 (14.3 mg, 20.0 mumol), CuI (19.5 mg, 100 mumol) and anhydrous THF(2 mL) under argon atmosphere. The solution was bubbled with argon gas for 7 min to remove the dissolved gases. Then, trimethylsilylethyne (537 muL, 3.80 mmol) and Et3N (893 muL, 6.41mmol) were added sequentially, and the reaction mixture was stirred at rt for 14 h. Upon completion of the reaction, the reaction mixture was diluted with EtOAc (10 mL) and washed with water (2 ¡Á 7 mL) and brine (7 mL). The organic layer was dried over anhydrous MgSO4,filtered, and concentrated by rotary evaporation. Purification by column chromatography (10:1hexanes/EtOAc) yielded 11b (110 mg, 49%) as a brown solid., 50998-17-9

50998-17-9 6-Bromoquinoxaline 610939, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Jeong, Yunkyung; Lee, Jooyeon; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 24; 9; (2016); p. 2114 – 2124;,
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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

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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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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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.

6298-37-9, The first organolithium R3Li (2.5 mmol) is added slowly to a solution of compound D (1 mmol) in anhydrous THF at -78 C. under inert atmosphere of nitrogen. The solution becomes reddish-black. The mixture is stirred at -78 C. for 2.5 h. The mixture is placed at 0 C. and the second organolithium R4Li (2 mmol) is immediately added slowly. The mixture is stirred at 0 C. for 2 h. The reaction is hydrolyzed by a saturated aqueous NH4Cl solution and extracted with ethyl acetate. The organic phase is washed with water saturated with NaCl, dried on anhydrous MgSO4 and concentrated under reduced pressure. The residue obtained is dissolved in CHCl3 (20 ml) and then MnO2 (5 mmol, 430 mg) is added and the mixture carried at reflux for 4 h. The reaction is hydrolyzed and then filtered on celite. The organic phase is dried on anhydrous MgSO4 and concentrated under vacuum. The products are purified on a silica column in a mixture of cyclohexane and ethyl acetate in a proportion of 5:5.Yield: 30%1H NMR (300 MHz, CDCl3) delta ppm: 0.96 (m, 6H); 1.31-1.32 (m, 8H); 1.40-1.52 (m, 2H); 1.68-1.79 (m, 2H); 2.9 (m, 4H); 4.10 (s, 2H); 7.05 (m, 2H); 7.74 (d, J=9.6 Hz, 1H).13C NMR (75 MHz, CDCl3) delta ppm: 13.9, 14.0, 22.5, 29.1, 29.2, 29.3, 29.4, 31.6, 35.1, 35.4, 108.0, 120.5, 129.3, 135.8, 142.5, 146.9, 152.6, 156.6.ESI-MS m/z: 286 ([M+H]+, 40).IR cm-1: 725, 830, 855, 930, 960, 1080, 1135, 1235, 1340, 1465, 1500, 1620, 2925, 2855, 2955, 3215, 3335.

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

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE(CNRS); US2011/118270; (2011); A1;,
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