Heterocyclic Building Blocks-quinoxaline

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.

To a solution of 5-methylquinoxaline (9.50 g, 65.97 mmol) in CH3CN (80 mL) was added 1-bromopyrrolidine-2,5-dione (27.00 g, 151.74 mmol) at room temperature. The resulting solution was stirred for 16 h at 60 C. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure and the residue was diluted with ethyl acetate (500 mL). The insoluble solids in the mixture were filtered out and the filtrate was washed with brine and dried over Na2504. The solvent was removed under reduced pressure to yield 5-bromo-8-methylquinoxaline as brown solid (6.00 g, 4 1%). MS: m/z = 222.9 [M+Hj .

13708-12-8, 13708-12-8 5-Methylquinoxaline 61670, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK PATENT GMBH; SHERER, Brian A.; CHEN, Xiaoling; CLEARY, Esther; BRUGGER, Nadia; (198 pag.)WO2018/31434; (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.13311-79-0,6-Methoxy-1,2,3,4-tetrahydroquinoxaline,as a common compound, the synthetic route is as follows.

General procedure: Dichloroacetyl chloride (2.4 mL, 24 mmol) was added dropwise to a suspension of 2 (10 mmol) and Na2CO3 (2.55g, 24 mmol) in benzene (30 ml) at room temp with stirring. The mixture was stirred continuously for 1 hr and then it was taken up in a mixture of water and EtOAc. The organic phase was washed with saturated NaCl aq, dried over anhyNa2SO4 and vacuum distillation gave the residue. Recrystallization of the residue with ethanol gave pure products 4a-f., 13311-79-0

13311-79-0 6-Methoxy-1,2,3,4-tetrahydroquinoxaline 12549514, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Ye, Fei; Liu, Xin-Ying; Qu, Li-Hua; Fu, Ying; Zhao, Li-Xia; Qu, Hai-Hao; Indian Journal of Heterocyclic Chemistry; vol. 24; 2; (2014); p. 167 – 174;,
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76982-23-5, 5-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

76982-23-5, A mixture of 5-bromoquinoxaline (300 mg, 1.43 mmol, 1 eq), potassium [2- (benzyloxy)ethyl]-trifluoroboranuide (695 mg, 2.87 mmol, 2 eq), Pd(OAc)2 (65 mg, 0.29 mmol, 0.2 eq), Butyldi-l-adamantylphosphine (103 mg, 0.29 mmol, 0.2 eq) and Cs2C03 (1169 mg, 3.59 mmol, 2.5 eq) in Toluene (4 mL) and H20 (1 mL) was stirred overnight at 100 C. The reaction was quenched with water and extracted with EtOAc. The resulting mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with petroleum ether/EtOAc to afford 5-[2-(benzyloxy)ethyl]quinoxaline (321 mg, 85%) as a yellow oil. LCMS: m/z = 265.1 [M+H]+.

The synthetic route of 76982-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PIPELINE THERAPEUTICS, INC.; XIONG, Yifeng; SCHRADER, Thomas; CHEN, Austin; ROPPE, Jeffrey Roger; BACCEI, Jill Melissa; BRAVO, Yalda; (199 pag.)WO2019/241131; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76982-23-5,5-Bromoquinoxaline,as a common compound, the synthetic route is as follows.

76982-23-5, (1) In a 250mL three-neck bottle,Pass in nitrogen,Add 0.02mol of raw materials I-8 and dissolve in 100ml of tetrahydrofuran (THF).0.024mol bis (pinacolate) diboron,0.0002mol (1,1′-bis (diphenylphosphine) ferrocene) dichloropalladium (II) and 0.04mol potassium acetate were added, the mixture was stirred, and the mixed solution of the above reactants was heated to reflux at a reaction temperature of 80 C 5 hours; after the reaction is completed, cool and add 100 ml of water, and filter the mixture, take the filter cake and dry in a vacuum oven. The obtained residue was separated and purified through a silica gel column to obtain intermediate E3; the purity by HPLC was 99.1%, and the yield was 86.3%

76982-23-5 5-Bromoquinoxaline 610437, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Li Chong; Cai Xiao; Tang Dandan; Zhang Zhaochao; (70 pag.)CN110878092; (2020); A;,
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6298-37-9, Quinoxalin-6-amine is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6298-37-9

[0171] To a solution of NaOCH3 (3.35 g, 62.07 mmol, 5.0 eq) in MeOH (60 mL), was added quinoxalin-6-amine (1.8 g, 12.41 mmol, 1.0 eq) and (HCHO)n (558.6 mg, 18.62 mmol, 1.5 eq). The mixture was heated to 50 C overnight. After cooling, NaBH4 (943.5 mg, 24.83 mmol, 2.0 eq) was added portwise, and the mixture was stirred at RT for 2 h. The resulting mixture was concentrated and the residue was dissolved in EtOAc, washed with water (3 times), dried over Na2S04 and concentrated under vacuo. The crude product was purified by chromatograph on silica gel (PE:EA = from 5: 1, to 0: 1, gradient ) to give the product (700 mg, yield: 35.5%); LC/MS: m/z (M++l) = 160.

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

Reference£º
Patent; PHARMARESOURCES (SHANGHAI) CO., LTD.; CHEN, Ping; ZHOU, Ding; SHAO, Shaoping; CAI, Zhen-wei; WO2013/6792; (2013); A1;,
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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

The reaction was conducted under the stream of argon. Into a 20 ml two-necked flask, 600 mg of molecular sieves 5A was placed and stirred under heating under a reduced pressure sufficiently. To the above, 48.4 mg (FW: 915.70; 0.0528 mmole) of Pd2(dba)3, 0.212 mmole (FW: 202.3; 78.6 mul as a 2.7 M toluene solution) of tBu3P, 710 mg (FW: 96.11; 7.39 mmole) of Na(OtBu) and 1.96 g (FW: 33.644; 5.82 mmole) of N,N-diphenyl-N’-phenyl-p-phenylenediamine were added. Then, 16 ml of toluene as the solvent was added, and the resultant mixture was sufficiently stirred. To the resultant mixture, 767 mg (FW: 289.94; 2.64 mmole) of 5,8-dibromoquinoxaline was added, and the reaction was allowed to proceed under the refluxing condition (about 120C) for 6 hours. The reaction product was filtered through Celite and sufficiently washed with ethyl acetate. The obtained product was purified in accordance with the silica gel column chromatography (the developing solvent: methylene chloride). As the result, 1.74 g (the yield: 83%) of the object product (Compound (1)) was obtained (the Rf value: about 0.5). The obtained product was analyzed in accordance with FD-MS, and the major ion peak was found at 798, which agreed with the calculated value. The glass transition temperature as measured in accordance with the differential scanning calorimetry (DSC) was 138.6C, and the ionization potential was 5.3 eV.

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

Reference£º
Patent; IDEMITSU KOSAN CO., LTD.; EP1749823; (2007); A1;,
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6925-00-4,6925-00-4, Quinoxaline-6-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

0270] 5 mL of DMF was added to a solution of quinoxaline-6-carboxylic acid (60 g, 0.34 mol) in SOCl2 (300 mL). The resulting mixture was heated under reflux overnight, then cooled and concentrated to afford crude mixture of 3-chloroquinoxaline-6-carbonyl chloride and 2-chloro- quinoxaline-6-carbonyl chloride (62 g, 94 %). [0271] To a solution of O, N-dimethyl-hydroxylamine hydrochloride salt (29 g, 0.30 mol, 1.1 eq) and DIEA (182 mL, 1.08 mol, 4.0 eq) in DCM (300 mL) was added the mixture of 3-chloro- quinoxaline-6-carbonyl chloride and 2-chloro-quinoxaline-6-carbonyl chloride (52 g, 0.27 mol, 1.0 eq) at 0 C. The mixture was stirred at rt overnight, then concentrated. The resulting residue was washed with water (300 mL X 2) and extracted with EA (300 mL X 2). The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated. The resulting solid was triturated with EA PE = 1/1 (300 mL) to afford 3-chloro-N-methoxy-N-methylquinoxaline-6-carboxamide (16.5 g, 24.3%).

6925-00-4 Quinoxaline-6-carboxylic acid 674813, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; NEUPHARMA, INC.; QIAN, Xiangping; ZHU, Yong-liang; WO2013/40515; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2213-63-0,2,3-Dichloroquinoxaline,as a common compound, the synthetic route is as follows.

EXAMPLE 21Preparation of Compound 59Step A – Synthesis of lnt-21AInt-19A (4.0 g, 20 mmol) was combined with NH4CI (5.4 g, 100 mmol) and 27% ammonia (32 mL) in isopropanol (40 mL). The mixture was heated in a sealed vessel for 20 h at 80 C, allowed to cool, and partitioned with CH2Cl2 and water. Washing with brine, drying (MgSO4), and concentration gave Int-21 A as a yellow solid., 2213-63-0

As the paragraph descriping shows that 2213-63-0 is playing an increasingly important role.

Reference£º
Patent; SCHERING CORPORATION; HARRIS, Joel, M.; NEUSTADT, Bernard, R.; STAMFORD, Andrew, W.; WO2011/60207; (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.34117-90-3,3-Chloroquinoxalin-2-amine,as a common compound, the synthetic route is as follows.

General procerure: A solution of compound 14 or 3 (10 mmol) in pyridine (10 mL) was refluxed for 6 h. After cooling, it was poured on ice/water (200 mL) and acidified with diluted HCl (pH = 6) the product extracted by ethyl acetate (100 ¡Á 3). Solution of ethyl acetate dried over sodium acetate anhydrous (50 g) for 2 h, and then the solid is filtered off. A solution of ethyl acetate is evaporated under reduced pressure and crystals are collected., 34117-90-3

34117-90-3 3-Chloroquinoxalin-2-amine 817274, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Galal, Shadia A.; Abdelsamie, Ahmed S.; Tokuda, Harukuni; Suzuki, Nobutaka; Lida, Akira; Elhefnawi, Mahmoud M.; Ramadan, Raghda A.; Atta, Mona H.E.; El Diwani, Hoda I.; European Journal of Medicinal Chemistry; vol. 46; 1; (2011); p. 327 – 340;,
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98416-72-9, 6-Bromo-2-chloro-3-methylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of amino compound and K2CO3 (2.0 g) in acetonitrile(50 mL), compound 5 (0.01 mol) was added and the mixturewas refluxed for an appropriate time (16-20 h) (monitored byTLC). After completion of the reaction, the mixture was filteredand the excess of acetonitrile was evaporated under reduced pressureto get the product. The product was crystallized from benzeneto afford the corresponding compounds, 98416-72-9

98416-72-9 6-Bromo-2-chloro-3-methylquinoxaline 13487186, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Abbas, Hebat-Allah S.; Al-Marhabi, Aisha R.; Eissa, Sally I.; Ammar, Yousry A.; Bioorganic and Medicinal Chemistry; vol. 23; 20; (2015); p. 6560 – 6572;,
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