Tag: M.W:100-200

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.

A solution of 3-hydroxyquinoxaline-2-carboxylic acid, 9(500 mg, 2.63 mmol), and amino nitrile 6 (406 mg, 2.63 mmol) in anhydrous DMF (36 mL) was cooled down to 0Cin an ice/NaCl bath. To the cold solution, EDC¡¤HCl (1.50 g,7.89 mmol) and HOBt (1.46 g, 10.8 mmol) were added portionwiseover 30 min. The reaction mixture was stirred atroom temperature overnight and concentrated under vacuum.The resulting residue was taken CH2Cl2 (50 mL), treatedwith 2N NaOH until pH 14, and extracted with CH2Cl2 (3 ¡Á50 mL). The aqueous layer was treated with 1N HCl until pH1, extracted with CH2Cl2 (3 ¡Á 50 mL), and washed with brine(2 ¡Á 50 mL). The combined organic extracts were dried overanhydrous Na2SO4, concentrated under reduced pressure andthe resulting solid residue was washed with pentane (3 ¡Á 20mL), to provide amido nitrile 10 (730 mg, 85% yield) as ayellow solid; mp 181-182C; IR (ATR) nu 3081 (O-H, N-Hst), 2241 (CN st), 1678 (C=O st); 1H NMR (400 MHz,CD3OD) delta 1.41-1.50 (m, 8H), 1.61-1.71 (m, 4H), 2.43 (t, J =7.2 Hz, 2H), 3.48 (t, J = 7.2 Hz, 2H), 7.38 (dd, J = 8.4 Hz,J? = 1.2 Hz, 1H), 7.43 (ddd, J = 8.4 Hz, J? = 7.2 Hz, J? = 1.2Hz, 1H), 7.67 (ddd, J = 8.4 Hz, J? = 7.2 Hz, J? = 1.2 Hz,1H), 7.98 (dd, J = 8.4 Hz, J? = 1.2 Hz, 1H); 13C NMR (100.6MHz, DMSO-d6) delta 16.1, 24.7, 26.3, 28.0, 28.1, 28.5, 28.9,38.7, 115.57, 115.60, 120.7, 123.8, 129.2, 131.2, 131.7,132.4, 153.9, 163.0; HRMS (ESI), calcd for (C18H22N4O2 +H+) 327.1816, found 327.1817., 1204-75-7

As the paragraph descriping shows that 1204-75-7 is playing an increasingly important role.

Reference£º
Article; Artigas, Albert; Sola, Irene; Taylor, Martin C.; Clos, M. Victoria; Perez, Belen; Kelly, John M.; Munoz-Torrero, Diego; Letters in Organic Chemistry; vol. 15; 5; (2018); p. 455 – 461;,
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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

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;,
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6925-00-4, Quinoxaline-6-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6925-00-4

Reference Example I-1. Quinoxaline-6-carboxylic acid 3-phenoxybenzylamide To a solution of quinoxaline-6-carboxylic acid described in Preparation Example I-1 (15mg, 0.063mmol) and 4-phenoxybenzylamine described in Preparation Example 3 (13mg, 0.063mmol) in N,N-dimethylformamide (2mL) were added benzotriazol-1-yloxytris(pyrrolidino)phosphonium hexafluorophosphate (36mg, 0.069mmol) and triethylamine (19mul, 0.14mmol), which was then stirred at room temperature for 24 hours. The reaction mixture was concentrated, the residue was purified by reverse phase high performance liquid chromatography (acetonitrile-water mobile phase (containing 0.1% trifluoroacetic acid) was used), and the title compound (12mg, 0.025mmol, 40%) was obtained as a trifluoroacetic acid salt. MS m/e(ESI) 356.37(MH+)

The synthetic route of 6925-00-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eisai R&D Management Co., Ltd.; EP1782811; (2007); A1;,
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6344-72-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6344-72-5,6-Methylquinoxaline,as a common compound, the synthetic route is as follows.

EXAMPLE 1 Catalytic Air Dehydrogenation of 6-Hydroxymethyl-methyl-quinoxaline With 5% Pd/C In a 500 ml flask, 6-methyl-quinoxaline (10 g, 69.4 mmol) was dissolved together with N-chlorosuccinimide (14 g, 105.3 mmol) and benzoyl peroxide (0.4 g, 1.65 mmol) in 240 g of acetonitrile. The flask was connected to a reflux-condenser and the solution was refluxed for 6 hours followed by another addition of 0.1 g of benzoyl peroxide. Reflux continued for a total reaction time of 12 hours. The solution was then analyzed showing the formation of 6-chloromethyl-quinoxaline (80% selectivity and 60% conversion according to GC analysis).

The synthetic route of 6344-72-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Air Products and Chemicals, Inc.; US6559308; (2003); B1;,
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34117-90-3, 3-Chloroquinoxalin-2-amine is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2; 3-Pyridinemethanol (487 muL, 5.01 mmol) was dissolved in tetrahydrofuran (6.0 mL). To this, 60% sodium hydride (in oil) (200 mg, 5.01 mmol) was added under a nitrogen atmosphere at 0 C. and the mixture was stirred at the same temperature for 15 minutes. To this, 2-amino-3-chloroquinoxaline (300 mg, 1.67 mmol) was added and the mixture was stirred at room temperature for 14 hours. Then, a saturated aqueous ammonium chloride solution was added to the reaction mixture, and extraction with ethyl acetate was performed, followed by washing with brine and drying over anhydrous sodium sulfate. The solvent was evaporated off under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform/methanol=9/1). Further, slurry purification was performed using diisopropyl ether, to give 2-amino-3-[(pyridin-3-yl)methoxy]quinoxaline (Compound BA) (383 mg, yield: 91%).ESIMS m/z: 443 (M+H)+; 1H-NMR (300 MHz, CDCl3, delta): 5.20 (br s, 2H), 5.61 (s, 2H), 7.32-7.48 (m, 3H), 7.62 (dd, J=1.5, 8.1 Hz, 1H), 7.72 (dd, J=1.5, 8.1 Hz, 1H), 7.84-7.87 (m, 1H), 8.62 (dd, J=1.5, 4.8 Hz, 1H), 8.80 (d, J=2.2 Hz, 1H), 8.35 (s, 1H)., 34117-90-3

The synthetic route of 34117-90-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Amishiro, Nobuyoshi; Fukuda, Yuichi; Kinpara, Keisuke; Mie, Motoya; Tagaya, Hisashi; Takahashi, Takeshi; US2011/237584; (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.

General Method 6: Preparation of (2-((3-chlorophenoxy)methyl)piperidin-1-yl)(3-hydroxyquinoxalin-2-yl)methanone (6-5); Step 1: A suspension of 3-hydroxy-2-quinoxaline carboxylic acid 6-1 (1.0 g, 5.26 mmol), thionyl chloride (4.6 mL, 63.1 mmol, 12.0 equiv) and catalytic DMF (50 muL) in 10 mL toluene was heated to 80 C. After 1 h of heating, the reaction mixture was cooled to room temperature and evaporated to dryness to yield 6-2. In a separate flask, 2-piperidine methanol (0.61 g, 5.26 mmol) and triethylamine (0.88 mL, 6.3 mmol, 1.2 equiv) in 10 mL CH2Cl2 was cooled to 0 C. To this mixture was added 6-2 dropwise. The reaction was allowed to stir at room temperature for 1 h after which was diluted with H2O (10 mL), extracted with CH2Cl2 (2¡Á10 mL), dried over Na2SO4 and evaporated to dryness. The crude product was purified by flash chromatography (20-40% EtOAc/hexanes) to produce compound 6-3., 1204-75-7

1204-75-7 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid 71001, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; CHENG, CLIFFORD; SHIPPS, JR., GERALD W.; HUANG, XIAOHUA; HUANG, YING; SHAO, NING; RAO, ASHWIN; PALANI, ANANDAN; ORTH, PETER; VOIGT, JOHANNES H.; HERR, ROBERT J.; ROSSITER, LANA MICHELE; ZENG, QI; SUN, XIANFENG; US2012/122837; (2012); A1;,
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1865-11-8, Methyl quinoxaline-2-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[1500] a solution of compound 356a (2.5 g, 13.29 mmol) in CH3COOC2H5 (60 ml) was added t-BuOK (1.94 g, 17.28 mmol). The mixture was stirred for 0.25 hour at 25¡ãc. The mixture was quenched with H2O (50 ml). The organic layer was separated and the aqueous was extracted with ea (50 ml x 3). The organic phases were combined, dried with anhydrous Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (pe: ea =20/1 to 10/1) to afford compound 356b (2.45 g, 75.48percent yield) as pale yellow solid. 1H NMR (CDCl3, 400 mhz) delta 9.57 – 9.33 (m, 1h), 8.19 – 8.06 (m, 2h), 7.96 – 7.74 (m, 2h), 4.35 – 4.26 (m, 2h), 4.24 – 4.13 (m, 2h), 1.28 – 1.18 (m, 3h).

1865-11-8, As the paragraph descriping shows that 1865-11-8 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.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.

6298-37-9, [0143] 5-Chloro-2-methoxybenzoic acid (162.0 mg, 0.868 mmol) was dissolved in DCM (5.0 mL), followed by the addition of catalytic amount of DMF (10 .iL) and oxalyl chloride (0.09 mL, 1.042 mmol) respectively. The reaction was allowed to stir at rt for 30 mm, concentrated in vacuo. The residue was re-dissolved in TIIF (5.0 mL), 2,6-lutidine (0.1 mL, 0.868 mmol) and quinoxalin-6-amine (100.0 mg, 0.689 mmol) were added. The mixture was stirred at rt for 18 hours before silica gel was added to quench the reaction. Solvent was evaporated and the resulting residue was purified via silica gel column chromatography to give 5-chloro-2-methoxy- N-(quinoxalin-6-yl)benzamide (85.0 mg, 39% yield). This compound (35.5 mg, 0.113 mmol) was then mixed with pyridinium chloride (360.0 mg). The mixture was heated to 200 C, stirred for 5 minutes and cooled down to rt. The resulting solid was suspended in water and extracted with EtOAc. The organic phase was separated and evaporated. The resulting residue was purified via preparative TLC to yield 5-chloro-2-hydroxy-N-(quinoxalin-6-yl)benzamide 22(10.6 mg, 31% yield). ?H NIvIR (300 MHz, Acetone-d6) 6 8.89 (dd, J= 14.9, 1.8 Hz, 2H), 8.72 (d, J 2.4 Hz, 1H), 8.26 – 8.07 (m, 3H), 7.10 (d, J = 8.8 Hz, 1H). MS (ESI) exact mass calculated for [M+H] (C15H1 1C1N302) requires mlz 300.1, found mlz 299.8

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

Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; JIN, Shengkan; AUGERI, David, J.; KIMBALL, David, S.; LIU, Peng; TAO, Hanlin; ZENG, Xiangang; (82 pag.)WO2016/81599; (2016); A1;,
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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 21N- (2-Ethy[pheny[)-3-methy[-5-[(3-methy[quinoxa[in-2-y[)amino]- 1 ,2-thiazo[e-4- carboxamide A mixture of 5-amino-N-(2-ethy[pheny[)-3-methy[-1 ,2-thiazo[e-4-carboxamide [Intermediate 11(150 mg, 0.57 mmo[, 1.4 eq), 2-ch[oro-3-methy[quinoxa[ine [CASRN: 32601-86-8] (73 mg, 0.41 mmo[, 1.0 eq) and cesium carbonate (307 mg, 0.94 mmo[, 2.3 eq) in 4 mL dioxane/DMF (7/1) was p[aced in a microwave via[ and f[ushed with argon. Then, pa[[adium(II) acetate (9 mg, 0.04 mmo[, 0.1 eq) andXantphos (24 mg, 0.04 mmo[, 0.1 eq) were added. The via[ was capped and the reaction mixture was stirred at an environmenta[ temperature of 110 C overnight. On coo[ing, the reaction mixture was partitioned between dich[oromethane and water. After fi[tration over Ce[ite, the organic phase was separated and concentrated in vacuo. The crude product was purified via preparative HPLC underacidic conditions (co[umn: Chromatorex C18, e[uent: acetonitri[e/ 0.1% aqueous formic acid 20:80 – 95:5). The product fractions obtained were crysta[[ised from diethy[ether to give 3 mg (1.3% yie[d of theory) of the tit[e compound.UPLC-MS (Method 3): R = 1.48 mm; MS (Elneg) m/z = 402 [M-H].1H-NMR (400 MHz, CDC[3): oe [ppm] = 1.31 (t, 3H), 2.73 (q, 2H), 2.85 (s, 3H), 2.89 (s,3H), 7.21-7.29 (m, 1H, partia[[y covered by so[vent signa[), 7.30-7.39 (m, 2H), 7.58 (t, 1H), 7.64-7.74 (m, 2H), 7.87 (d, 1H), 7.97 (d, 1H), 8.05 (d, 1H), 12.45 (s br, 1H)., 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; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; PRECHTL, Stefan; SIEMEISTER, Gerhard; WENGNER, Antje Margret; ACKERSTAFF, Jens; NOWAK-REPPEL, Katrin; BADER, Benjamin; LIENAU, Philip; STOeCKIGT, Detlef; WO2014/118186; (2014); A1;,
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1204-75-7, 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The resulting compound (940 mg, 2.37 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (540 mg, 2.84 mmol) to afford the desired title compound (680 mg, yield 54%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.83 (1H, brs), 9.55 (1H, brs), 7.86 (1H, m), 7.61 (1H, m), 7.38 (2H, m), 7.28 (1H, m), 7.11 (3H, m), 4.90 (1H, dd, J=7.6 Hz, 7.1 Hz), 4.68 (1H, m), 3.99-3.80 (2H, m), 3.57-3.20 (2H, m), 2.05 (4H, m), 1.68 (1H, m), 0.94 (6H, d, J=6.4 Hz). IR (KBr)cm-1: 2960, 1690, 1640, 1505, 1240, 1160. MS (ESI, m/z): 533 (M+H)+. HRMS (ESI, m/z): 533.1998 (Calcd for C26H25F3N4O5: 533.2012). Anal. Calcd for C26H27F3N4O5: C, 58.64; H, 5.11; N, 10.52. Found: C, 58.28; H, 5.12; N, 10.51., 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; Daiichi Sankyo Company, Limited; EP2258697; (2010); A1;,
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