Heterocyclic Building Blocks-quinoxaline

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.

To a suspension of NaH (33.7 mg, 842 mumol) in DMF (3 ml) at 0 under an argon atmosphere was added (6-(pyrrolidin-1-yl)pyridin-2-yl)methanol (0.1 g, 561 mumol) and 2-chloro-3-methylquinoxaline (150 mg, 842 mumol). The mixture was stirred at 0 for 2.5 hrs. At 0 water was given to the reaction mixture. The product was extracted with EtOAc, washed with water, dried over MgSO4, filtered and evaporated. The crude product was purified by column chromatography using a CH2Cl2/MeOH gradient as eluent, providing the title compound (0.15 g, 83%) as off-white solid. MS: M=321.1 (M+H)+, 32601-86-8

As the paragraph descriping shows that 32601-86-8 is playing an increasingly important role.

Reference£º
Patent; HOFFMANN-LA ROCHE INC.; Flohr, Alexander; Zbinden, Katrin Groebke; Koerner, Matthias; Lerner, Christian; US2015/87644; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.148231-12-3,5,8-Dibromoquinoxaline,as a common compound, the synthetic route is as follows.

2-ethylhexylmagnesium bromide in THF (0.89 M, 17.5 mL, 15.6 mmol), and zinc chloride solution (1.00 M, 15.7 mL, 15.7 mmol) was added to the flask of 0 , and the mixture was stirred at room temperature for 1 hour. 4,7-Dibromoquinoxaline 4 (2.71 g, 9.41 mmol) and tetrakis (triphenylphosphine) palladium (0) (0.54 g, 0.47 mmol) was added and the mixture was 1.5 hours refluxing. Added saturated ammonium chloride solution to the reaction mixture, the reaction mixture was extracted with dichloromethane. The organic phase was dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (dichloromethane) to give Compound 2 of red liquid (1.74 g, 58%).

148231-12-3, 148231-12-3 5,8-Dibromoquinoxaline 11514763, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; THE UNIVERSITY OF TOKYO; NAKAMURA, EIICHI; FURUKAWA, SHUNSUKE; NAKAMURA, TOMOYA; (20 pag.)JP2016/56126; (2016); A;,
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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 68 This Example illustrates the preparation of 7-Methoxy-2,2-dimethyl-benzo[1,3]dioxole-5-carboxylic acid [(2S,3aS,7aS)-1-(octahydro-indol-2-yl)methyl]-quinoxalin-2-ylmethyl-amide. Experimental conditions analogous to example 1, from with 80 mg (0.51 mmol) of quinoxaline-2-carbaldehyde, 0.15 g (0.61 mmol) of (2S,3aS,7aS)-2-aminomethyl-octahydro-indole-1-carboxylic acid tert-butyl ester, 5 mL dichloromethane, and 0.16 g (0.77 mmol) of sodium triacetoxyborohydride. The benzoylation step was performed using 0.21 mL (1.53 mmol) of triethylamine and 124 mg (0.51 mmol) of 7-methoxy-2,2-dimethyl-benzo[1,3]dioxole-5-carbonyl chloride. After 4 hours the reaction mixture was purified using flash chromatography (ethyl acetate in hexane). The residue was dissolved in 3 mL of 10% trifluoroacetic acid in dichloromethane, and after 4 hours neutralized with aqueous sodium bicarbonate and purified using reverse phase HPLC, mobile phase with a gradient 10-70% acetonitrile in 60 min. The residue was dissolved in dichloromethane, washed with aqueous sodium bicarbonate, dried with anhydrous magnesium sulfate and evaporated under vacuum to yield 60 mg of pale yellow solid as a free base. LC-MSD, m/z for C29H34N4O4 [M+H]+: 503.6. 1H NMR (400 MHz, CDCl3/HCl): delta 1.2-1.9 (m, 15H), 2.3-2.5 (m, 2H), 3.6-3.7 (m, 1H), 3.8 (s, 3H), 4.0-4.2 (m, 2H), 4.2-4.4 (m, 1H), 5.5-5.9 (m, 2H), 6.7 (s, 1H), 7.0 (s, 1H), 8.0-8.1 (m, 2H), 8.3-8.4 (ms, 1H), 8.5-8.6 (m, 1H), 9.0 (bs, 1H), 10.4 (bs, 1H), 10.6 (bs, 1H).

1593-08-4, As the paragraph descriping shows that 1593-08-4 is playing an increasingly important role.

Reference£º
Patent; ChemoCentryx, Inc.; US2006/74071; (2006); A1;,
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55687-02-0,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.

To a solution of 6-Bromo-2-chloro-quinoxaline (0.3 g, 1 eq., 1.23 mmol) in DMSO (9 mL), was added 3-chloro benzyl amine (0.87 g, 5 eq., 6.2 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, water (60 mL) was added and the reaction mixture was extracted with ethyl acetate (30 mL x 3). The organic layer was washed with water (60 mL) and brine (60 mL), then dried over Na2SO4. The organic layer was concentrated under vacuum to obtain the crude product.For final purification, column chromatography was used on neutral silica gel of 60-120 mesh size employing a gradient of 0-1% methanol in hexane to elute the title compound (0.39g, 90%).

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert, George; WALKER, David, Winter; WO2010/136755; (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.1865-11-8,Methyl quinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

Methanolic ammonia (10 ml, 7N) was added to a compound methyl quinoxaiine-2-carhoxylate (1.1 g, 5.85 rnmol) at 0 C and the reaction mixture was allowed to stir at room temperature for overnight. The reaction mixture was concentrated under reduced pressure and the crude material was purified by column chromatography on silica gel using Ethyl acetate/ilexane as an eluent to give the desired product quinoxaline-2-carboxamide (0.98 g, 566 mmoi, 97 % ) as a solid., 1865-11-8

1865-11-8 Methyl quinoxaline-2-carboxylate 478049, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; PI INDUSTRIES LTD.; SAXENA, Rohit; PANMAND, Deepak Shankar; JENA, Lalit Kumar; SRIVASTAVA, Khushboo; RAJU, Jella Rama; MANJUNATHA, Sulur G; SAMANTA, Jatin; GARG, Ruchi; AUTKAR, Santosh Shridhar; VENKATESHA, Hagalavadi M; GADAKH, Ramdas Balu; KLAUSENER, Alexander G. M.; POSCHARNY, Konstantin; (219 pag.)WO2018/116072; (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.212327-10-1,7-Bromo-2-methoxyquinoxaline,as a common compound, the synthetic route is as follows.

0306] To a solution of 7-bromo-2-methoxyquinoxaline (24.1 g, 100 mmol, 1 eq.) in DMF (50 mL) and EtOH ( 250 mL ) was added NaOAc (32.8 g, 400 mmol, 4 eq.) and Pd(dppf)Cl2 (1.63 g, 2 mmol, 0.02 eq) under N2 protection. The resulting mixture was stirred at 90 C under CO (3 MPa) overnight, then cooled to rt, filtered and concentrated to afford crude ethyl 3-methoxyquinoxaline-6- carboxylate as a brown solid (23.2 g, 100%) which used in next step without further purification

212327-10-1, The synthetic route of 212327-10-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEUPHARMA, INC.; QIAN, Xiangping; ZHU, Yong-liang; WO2013/40515; (2013); A1;,
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