Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.83570-42-7,1-(Quinoxalin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

83570-42-7, To a stirred solution of 1-(quinoxalin-6-yl)ethan-1-one (0.8 g,4.65mmol) in dry MeOH (20 mL), sodium borohydride (0.36 g, 9.3 mmol) was added portion wise at 0 C and the resulting mixture was stirred for 1 h. It was then concentrated, diluted with DCM (80 mL), washed with water (20 mL), dried over Na2SO4 and concentrated. The crude product was taken for next step without further purification. Yield: 75% (600 mg, dark brown liquid). 1H NMR (400 MHz, DMSO-d6): delta 8.91-8.89 (m, 2H), 8.03 (t, J = 11.6 Hz, 2H), 7.87-7.86 (m, 1H), 5.49 (d, J = 5.9 Hz, 1H), 4.97 (t, J = 6.2 Hz, 1H), 1.42 (d, J = 8.6 Hz, 3H). LCMS: (Method A) 175.0 (M+H), Rt. 1 .89 min, 95.0% (Max).

83570-42-7 1-(Quinoxalin-6-yl)ethanone 22631249, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); 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 (160 mg, 0.439 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (85.6 mg, 0.439 mmol) to afford the desired title compound (78.3 mg, yield 38%) as a yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.87 (1H, brs), 9.67 (1H, brs), 8.16 (1H, d, J=2.6 Hz), 7.88 (1H, m), 7.76-7.62 (2H, m), 7.40 (1H, d, J=7.0 Hz), 7.39 (1H, d, J=8.6 Hz), 6.95-6.83 (1H, m), 5.19 (1H, m), 4.79 (1H, m), 4.10-3.82 (2H, m), 3.59-3.14 (2H, m), 2.17-1.45 (4H, m), 1.28-1.17 (1H, m), 0.53-0.36 (4H, m). IR (KBr) cm-1: 2960, 1690, 1630, 1530, 1480. MS (ESI, m/z): 466(M+H)+. HRMS (ESI, m/z): 466.1882 (Calcd for C24H25FN5O4: 466.1891).

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; Daiichi Sankyo Company, Limited; EP2258697; (2010); A1;,
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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.

6344-72-5, 6-Bromomethylquinoxaline (1) (De Selms, R. C.; Greaves, R. J., Scheigh, W. R. J. Het. Chem. 1974, 11, 595); Bromomethylquinoxaline is unstable and decomposes when stored for long time. It should be used up within a day or two of its preparation. To a clear solution of 6-methylquinoxaline (60 g, 0.416 mol) in 550 mL of CCl4 was added in one portion solid NBS (Aldrich, 81.5 g, 0.458 mol, 1.1 eq) and AlBN (Aldrich, 1.6 g, 9.7 mmol, 2.3 mol %). The resulting mixture was heated at reflux for 2 hr and cooled to rt. The precipitate of succinimide was removed by filtration. The filtrate was evaporated on rotary evaporator until solid begins to crystallize out of the solution. Remaining mixture was left at rt for 2 hr, then the crystallized product was filtered off, washed with small amount of hexanes-CCl4 mixture (ca. 20:1) and dried in vacuum. The isolated solid contained just traces of the di-bromo side-product and was used in the following step without further purification. Yield 33.3 g (36%) as colorless crystals.

As the paragraph descriping shows that 6344-72-5 is playing an increasingly important role.

Reference£º
Patent; Wyeth; US2005/282820; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.91-19-0,Quinoxaline,as a common compound, the synthetic route is as follows.

91-19-0, General procedure: Heterocycle (0.10mmol,1equiv)ammonium persulfate (0.30 mmol, 3 equiv), Cs2CO3(0.20mmol,2 equiv)were placed in a dry glass tube.Then, anhydrous DMSO1 mL) and2,2-diethoxyacetic acid (0.7mmol7equiv), wereinjected into the tube by syringe under a N2atmosphere.The solution was then stirred at roomtemperature under the irradiation of 15W blueLEDs strip for 24h.After completion of the reaction,the mixture was quenched by addition of1.2mL of 3.0 M HCl, stirred for 20hthen saturated Na2CO3solution was added to adjust pH tobasicextract with CH2Cl2,the combined organic layers was washed with brine, then dry overanhydrous Na2SO4. The desired products were obtained in thecorresponding yields afterpurification by flashchromatography on silica gel eluting with petroleum and ethylacetate.

The synthetic route of 91-19-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jia, Wei; Jian, Yong; Huang, Binbin; Yang, Chao; Xia, Wujiong; Synlett; vol. 29; 14; (2018); p. 1881 – 1886;,
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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.

In a sealed tube and under an argon atmosphere were addedsuccessively, 2-chloro-3-methylquinoxaline (0.5 mmol), hydrazone3a (0.75 mmol) PdCl2(CH3CN)2 (10 mol%), [(tBu)2MePH]BF4 (20 mol%) in dry dioxane (4 mL) and the mixture was stirred for 5 min at rt.Then dry LiOtBu (1.8 mmol) was added and the mixture was stirredat 100 C for 3 h. The resulting suspension was cooled to roomtemperature, filtered through a pad of Celite eluting with ethylacetate and the inorganic salts were removed. The filtrate wasconcentrated and the crude was purified by silica gel columnchromatography.Beige solid, F 102.2-102.9 C. 1H NMR (300 MHz, CDCl3) delta 8.14(d, J 9.6 Hz, 1H), 8.05 (d, J 9.6 Hz, 1H), 7.84-7.62 (m, 2H), 7.20 (d,J 8.9 Hz, 2H), 6.85 (d, J 8.9 Hz, 2H), 5.93 (s, 1H), 5.46 (s, 1H), 3.80(s, 3H), 2.49 (s, 3H). 13C NMR (75 MHz, CDCl3) delta 159.9, 155.7, 153.5,147.1, 141.8, 136.6, 131.1, 129.9, 129.5, 129.3, 128.5, 127.8 (2), 116.2,114.2 (2), 55.4, 23.5. IR (neat) upsilonmax/cm-1: 2929, 2836, 1606, 1511,1440, 1248. HRMS calcd for C19H17N2O [M+H]+ 277.1341, obsd.277.1336., 32601-86-8

32601-86-8 2-Chloro-3-methylquinoxaline 236276, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Khelifi, Ilhem; Naret, Timothee; Renko, Dolor; Hamze, Abdallah; Bernadat, Guillaume; Bignon, Jerome; Lenoir, Christine; Dubois, Joelle; Brion, Jean-Daniel; Provot, Olivier; Alami, Mouad; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 1025 – 1034;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25594-62-1,2-Acetylquinoxaline,as a common compound, the synthetic route is as follows.

Scheme A14 l-(quinoxalin-2-yl)ethanone (1.13 g, 6.56 mmol) and N,N-dimethylacetamide dimethylacetal (1.173 ml, 7.22 mmol) were combined and heated to 100 C for 3h. The mixture was cooled to r.t. 1H NMR indicated that the material was sufficiently pure to carry onto the next step without further purification (1.49g, 94% yield). 3-(dimethylamino)-l-(quinoxalin-2-yl)but- 2-en-l-one (791 mg, 3.28 mmol) and methylhydrazine (0.174 ml, 3.28 mmol) were combined in acetic acid (6 ml) and stirred at 55 C until the reaction was judged to be complete by LCMS. The acetic acid was removed and the material was taken up in DCM and washed with saturated NaHC03 solution. The organic extracts were dried over Na2S04, filtered, and concentrated. 1H NMR (500 MHz, CDC13) delta 9.14 (1H, s), 8.13-8.1 1 (2H, m), 7.83-7.77 (2H, m), 6.72 (1H, s), 4.37 (3H, s), 2.39 (3H, s). MS m/z = 225.3.

25594-62-1, As the paragraph descriping shows that 25594-62-1 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ANAND, Rajan; COLANDREA, Vincent, J.; REITER, Maud; VACHAL, Petr; ZWICKER, Aaron; WILSON, Jonathan, E.; ZHANG, Fengqi; ZHAO, Kake; WO2013/28382; (2013); A1;,
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6298-37-9,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.

Synthesis of 4-((quinoxalin-6-ylamino)methyl)-1H-pyrazole-5-carboxylic acid (5-B) To a suspension of product (4-B) (100 mg, 0.71 mmol) and quinoxalin-6-amine (104 mg, 0.71 mmol) in a solution of 1,2-dichloroethane (DCE, 5 mL) and DMF (5 mL) was added acetic acid (5 drops) at rt. The reaction mixture was then stuffed for 16 h. MeOH (5 mL) was added, followed by NaBH4 (100 mg, 2.63 mmol). The reaction mixture was stuffed at rt for another 30 mm.The solution was diluted with ethyl acetate (30 mL); washed with 5 % citric acid (10 mL) and brine (20 mL); dried over Na2504 and concentrated to give crude product (5-B) (200 mg, 99 %) as a yellow solid. LC-MS (M+H) = 270.

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

Reference£º
Patent; X-RX, INC.; KEEFE, Anthony, D.; WAGNER, Richard, W.; CLARK, Matthew; ZHANG, Ying; GIKUNJU, Diana; CUOZZO, John; THOMSON, Heather; WO2013/106414; (2013); A1;,
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6639-87-8,6639-87-8, 6-Nitroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b. Quinoxalin-6-amine To a solution of 6-nitroquinoxaline (17.0 g, 0.097 mol) in MeOH (500 mL) was added hydrazine hydrate (19.4 g, 0.39 mol) and Raney Ni (2.0 g). The mixture was stirred at room temperature for 1 h. The mixture was then filtered, and the filtrate was concentrated under reduce pressure to give quinoxalin-6-amine as a yellow solid (14.0 g, yield 99%). ESI MS: m/z 146.1 [M+H]+.

6639-87-8 6-Nitroquinoxaline 96029, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Sunovion Pharmaceuticals Inc.; US2012/178748; (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.13708-12-8,5-Methylquinoxaline,as a common compound, the synthetic route is as follows.

General procedure: N-heteroarene (1 mmoL, 80 mg), alpha-keto acid (3 mmol), Formic acid (1 mmol, 38 muL), ammonium persulfate (3 mmoL, 685 mg), ferrous sulfate heptahydrate (0.08 mmoL, 22 mg) and 20 mL of mixed solvent (DCM: H2O = 3: 1) , 0.1 mL DMSO was added into a 25 mL round-bottomed flask. The mixture was stirred at 40 oC until TLC analysis indicating that the reaction was complete (witnessed by the disappearance of the N-heteroarene). After separation of organic phase, the residue was neutralized by 0.1 M sodium hydroxide solution, then extracted with DCM (3¡Á20 mL), combined the organic phases, dried over Na2SO4, and concentrated in vacuo. The residue was N-heteroarene (1 mmoL, 80 mg), alpha-keto acid (3 mmol), Formic acid (1 mmol, 38 muL), ammonium persulfate (3 mmoL, 685 mg), ferrous sulfate heptahydrate (0.08 mmoL, 22 mg) and 20 mL of mixed solvent (DCM: H2O = 3: 1) , 0.1 mL DMSO was added into a 25 mL round-bottomed flask. The mixture was stirred at 40 oC until TLC analysis indicating that the reaction was complete (witnessed by the disappearance of the N-heteroarene). After separation of organic phase, the residue was neutralized by 0.1 M sodium hydroxide solution, then extracted with DCM (3¡Á20 mL), combined the organic phases, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel using a mixture of petroleum ether/EtOAc (v : v = 20 : 1) as eluent to afford the desired pure product.

13708-12-8, The synthetic route of 13708-12-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Xiu-Zhi; Zeng, Cheng-Chu; Tetrahedron; vol. 75; 10; (2019); p. 1425 – 1430;,
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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

Example 22 (4S)-3-Fluoro-4-hydroxy-4-({4-[(2-quinoxalinylmethyl)amino]-l- piperidinyl}methyl)-4,5-dihydro-7Hr-pyrrolo[3,2,l-^]-l|>5-naplithyridin-7-one (Enantiomer El) dihydrochlorideA mixture of (4S)-4-[(4-amino-l-piperidinyl)methyl]-3-fluoro-4-hydroxy-4,5- dihydro-7H-pyrrolo[3,2,l-Je]-l,5-naphthyridin-7-one (El enantiomer) (80 mg, 0.25 mmol) and 2-quinoxalinecarbaldehyde (30mg, 0.20 mmol) in dichloromethane/methanol (0.5 mL/0.1 mL) was treated with sodium triacetoxyborohydride (127mg, 06 mL). After one hour, the reaction mixture was treated with a saturated aqueous solution of sodium bicarbonate (2 mL) and chloroform (1 mL). The mixture was shaken for 5 minutes. The aqueous layer was further extracted with dichloromethane/methanol (lmL/0.2mL). The combined organic extracts were added to the top of a column and and chromatographed eluting with a 0-30% gradient of methanol/dichloromethane affording the free base of the title compound as a clear oil (30 mg, 33%). deltaH (CDCl3, 250MHz)1.45-1.73 (2H, m), 1.90-2.10 (2H, m), 2.40 (IH, t), 2.55 (IH, t), 2.70 (IH, m), 2.90 (IH, d), 2.95-3.07 (2H, m), 3.27 (IH, d), 4.25 (2H, s), 4.35 (IH, d), 4.45 (IH, d), 6.85 (IH, d), 7.25-7.32 (2H, m), 7.88 (IH, d), 8.05-8.15 (2H, m), 8.38 (IH, s), 8.90 (IH, s). MS (+ve ion electrospray) m/z 461 (MH+).

1593-08-4, The synthetic route of 1593-08-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/71936; (2007); A1;,
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