Heterocyclic Building Blocks-quinoxaline

91192-32-4, 6-Methoxyquinoxalin-2(1H)-one is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

91192-32-4, Intermediate 149: 2-Chloro-7-methoxyquinoxalineA solution of 4-methoxybenzene-l,2-diamine (16.8 g, 0.12 mmol) in ethanol (250 mL) was treated with a solution of ethyl oxoacetate (50 wt % in toluene, 50 mL, 0.23 mmol) dropwise with cooling in an ice bath. The reaction was allowed to warm to room temperature and after 2 hours, a precipitate was collected by filtration giving 15 g of a brown solid as a 2:1 mixture of 6-methoxyquinoxalin-2(lH)-one to 7-methoxyquinoxalin-2(lH)-one. These EPO isomers were inseparable by TLC. The mixture was suspended in phosphorus oxychloride (150 niL) and heated to reflux for 1 hour. The reaction was cooled to room temperature and was quenched on ice. The pH of the mixture was adjusted to pH 8 with solid sodium carbonate, it was extracted with ethyl acetate, washed with brine, dried over sodium sulfate, filtered, and concentrated to dryness to give 10.4 g of a crude mixture of 2-chloro-6- methoxyquinoxaline and the desired 2-chloro-7-methoxyquinoxaline. Chromatography on silica gel with 5% ethyl acetate in hexanes afforded 0.77 g of the product as a colorless solid. MS (ESt: 195 (MH+) for C9H7ClN2O1H NMR (CDCht delta 3.96 (s, 3H); 7.29 (d, IH); 7.41 (dd, IH); 7.97 (d, IH); 8.63 (s, IH).

As the paragraph descriping shows that 91192-32-4 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/134378; (2006); A1;,
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50998-17-9,50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 20: Diethyl-2-(6-quinoxalinyl)-2-butenedioate (P20)The title compound can be prepared through a palladium mediated coupling reaction, using diethyl maleate or fumarate as a common reagent (e.g. Tetrahedron, 2002, 58,6545). For example, a mixture of 6-bromoquinoxaline (1 eq.), diethyl maleate (2.3 eq.), palladium acetate (0.05 eq.), tri(o-tolyl)phosphine (0.1 eq.) and potassium carbonate (2 eq.) in DMF may be warmed to 100 0C and stirred for 16 hours. Quenching with water, extraction with diethyl ether and purification of the crude product by flash chromatography should provide the title compound.

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

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/22933; (2007); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.887590-25-2,tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 1 4-[4-(Pyrimidin-2-ylmethoxy)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid adamantan-2-ylamide (Compound No. 3) 1.1: tert-Butyl ester of 4-(4-hydroxyphenyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid 0.3 g of 3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester, 0.183 g of 4-bromophenol, 0.0079 g of 2′-(dimethylamino)-2-biphenylyl-palladium(II) chloride dinorbornylphosphine complex and 0.363 g of potassium triphosphate in 3.4 ml of ethylene glycol dimethyl ether are placed under an inert atmosphere. 4.16 ml of lithium bis(trimethylsilyl)amide and 2.17 ml of ethylene glycol dimethyl ether are added. The reaction mixture is stirred at 80 C. for 4 h. After cooling, the reaction medium is taken up in dichloromethane. A 1N aqueous hydrochloric acid solution is added to pH 1, the pH is then brought back to 8 with a saturated aqueous sodium hydrogencarbonate solution and the mixture is extracted with dichloromethane. The organic phases are combined, washed with water and with a saturated aqueous sodium chloride solution, and dried over magnesium sulphate. After concentrating to dryness, the crude product obtained is chromatographed on silica gel, elution being carried out with a gradient of methanol in dichloromethane varying from 0% to 2.5%. 0.34 g of the tert-butyl ester of 4-(4-hydroxyphenyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid is obtained. M+H+=327, 887590-25-2

The synthetic route of 887590-25-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS; US2011/9391; (2011); A1;,
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887590-25-2, tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,887590-25-2

Example 13; N-(Piperidin-1-yl)-4-{4-[3-(1H-pyrazol-4-yl)pyrrolidine-1-carbonyl]-3,4-dihydro-2H-quinoxalin-1-yl}benzamide (Example 172); 13.1: tert-Butyl 4-(4-cyanophenyl)-3,4-dihydroquinoxaline-1(2H)-carboxylate; 1 g of 3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester, 10 ml of N-methylpyrrolidinone, 0.57 g of 4-fluorobenzonitrile and 0.96 g of potassium tert-butoxide are introduced into a 20 ml glass tube. The reaction medium is stirred for 5 min, water is added and extraction is carried out 3 times with diethyl ether. The organic phases are combined, washed with water and then with a saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. The residue is chromatographed on silica gel eluted with a gradient of ethyl acetate from 3.5% to 35% in heptane. 0.9 g of tert-butyl 4-(4-cyanophenyl)-3,4-dihydroquinoxaline-1(2H)-carboxylate is obtained.M+H+=336

The synthetic route of 887590-25-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS; US2009/176775; (2009); A1;,
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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, Preparation 6-amino-5-bromoquinoxaline Hydrobromide 6-Aminoquinoxaline (2.08 g, 14.4 mmol) was dissolved in 11.5 ml glacial acetic acid. The solution was cooled in water while a solution of bromine (0.74 ml, 2.3 g, 14.4 mmol) in 1.5 ml glacial acetic acid was added slowly over 15 minutes. After stirring for an additional 30 minutes, the orange red solid formed was filtered off and washed thoroughly with dry ether. The solid was dried in vacuo overnight to yield 4.44 g crude product (a yield of 100%). The compound, 6-amino-5-bromoquinoxaline hydrobromide, had no definite melting point. A phase change from fine powder to red crystals was observed at about 2200 C. Decomposition was observed at about 2450 C. The material was used directly for preparation of 6-amino-5-bromoquinoxaline as follows.

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

Reference£º
Patent; Gil, Daniel W.; Whitcup, Scott; Brin, Mitchell F.; Donello, John E.; US2004/266776; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108229-82-9,6-Bromo-2,3-dichloroquinoxaline,as a common compound, the synthetic route is as follows.

General procedure: Method A: To a solution of compound 1 (2.78g, 0.01 mol) in DMF (50 mL), an appropriate cyclic secondary amine namely, piperidine or morpholine(0.01 mol) was added. The reaction mixture was refluxed for 10-14 h. After completion of the reaction, the reaction mixture was poured onto crushedice with stirring. The formed precipitate was filtered, dried and crystallized from petroleum ether(80-100C) to give the corresponding compounds., 108229-82-9

The synthetic route of 108229-82-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Abbas, Hebat-Allah S.; Al-Marhabi, Aisha R. M.; Ammar, Yousry A.; Acta poloniae pharmaceutica; vol. 74; 2; (2017); p. 445 – 458;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1593-08-4,2-Formylquinoxaline,as a common compound, the synthetic route is as follows.

General procedure: A mixture of compound 2 (0.0549 g, 0.0003 mol), the appropriate aromatic aldehyde (0.00033 mol) and glacial acetic acid (0.1 mL) in ethanol (5 mL) was heated under microwave (20 W) at 80 C for 10 min. On cooling, the precipitated solid was collected by filtration, washed with water, dried and crystallized to give compounds 3-29., 1593-08-4

1593-08-4 2-Formylquinoxaline 594088, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Gabr, Moustafa T.; El-Gohary, Nadia S.; El-Bendary, Eman R.; El-Kerdawy, Mohamed M.; Ni, Nanting; Chinese Chemical Letters; vol. 27; 3; (2016); p. 380 – 386;,
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6924-66-9, Quinoxaline-5-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6924-66-9, PyBOP (153 mg, 295 mumol) was added to a mixture of 8-amino-2-(4-fluorophenyl)-2- azaspiro[4.5]decan-1 -one (isomer 1 , Intermediate 118) (64.4 mg, 246 muiotaetaomicronIota), quinoxaline-5- carboxylic acid (56.3 mg, 307 muiotaetaomicronl) and N,N-diisopropylethylamine (210 mul, 1 .2 mmol) in DMF (1 .0 ml) and the mixture was stirred over night at room temperature. For work-up, water was added and the mixture was extracted with dichloromethane. The organic phase was washed with water, filtered through a silicone filter and concentrated to give the title compound 93.0 mg (89 % yield).LC-MS (Method 1 ): Rt= 1 .12 min; MS (ESIneg): m/z = 417 [M-H]-1H-NMR (400 MHz, DMSO-d6): delta [ppm] = 9.77 (d, 1 H), 9.09-9.05 (m, 2H), 8.43 (dd, 1 H), 8.26 (dd, 1 H), 7.97 (dd, 1 H), 7.75-7.68 (m, 2H), 7.26-7.19 (m, 2H), 3.96-3.84 (m, 1 H), 3.79 (t, 2H), 2.12-1 .99 (m, 4H), 1.75-1 .60 (m, 4H), 1 .59-1 .45 (m, 2H)

As the paragraph descriping shows that 6924-66-9 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BUCHGRABER, Philipp; EIS, Knut; WAGNER, Sarah; SUeLZLE, Detlev; VON NUSSBAUM, Franz; BENDER, Eckhard; LI, Volkhart, Min-Jian; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philipp; (248 pag.)WO2018/78005; (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.1204-75-7,3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.

1204-75-7, The resulting compound (317 mg, 1.00 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (190 mg, 1.00 mmol) to afford the desired title compound (358 mg, yield 79%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.86 (1H, brs), 9.56 (1H, m), 7.88 (1H, dd, J=7.8 Hz, 7.8 Hz), 7.65 (1H, dd, J=7.8 Hz, 7.8 Hz), 7.40 (1H, d, J=7.8 Hz), 7.38 (1H, d, J=7.8 Hz), 7.14 (2H, m), 7.03 (2H, m), 5.00 (1H, m), 4.60 (1H, m), 4.03-3.79 (2H, m), 3.57-3.20 (2H, m), 2.07-1.44 (6H, m), 0.92 (3H, t, J=7.4 Hz). IR (KBr) cm-1: 2965, 1690, 1630, 1505, 1205. MS (ESI, m/z): 453 (M+H)+. HRMS (ESI, m/z): 453.1950 (Calcd for C24H26FN4O4: 453.1938) Anal. Calcd for C24H25FN4O4: C, 63.71; H, 5.57; N, 12.38; F, 4.20. Found: C, 63.67; H, 5.46; N, 12.42; F, 4.09.

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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Quinoxaline | C8H6N2 | ChemSpider

887590-25-2, tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 6; 1-Butyl-4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-1,2,3,4-tetrahydroquinoxaline Hydrochloride (Compound No. 119); 6.1: tert-Butyl 4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydroquinoxaline-1(2H)-carboxylate; 2.75 g of the tert-butyl ester of 3,4-dihydro-1(2H)-quinoxalinecarbamic acid, 117 ml of dichloromethane and 5.8 ml of diisopropylethylamine are placed in a 500 ml round-bottomed flask under a nitrogen atmosphere. 1.74 g of triphosgene are added at 0 C. and then the reaction mixture is left stirring at ambient temperature for three hours. 2 ml of diisopropylethylamine and 1.83 g of 3-(pyrrolidin-3-yl)pyridine are subsequently added and the reaction mixture is stirred for eighteen hours. 200 ml of a saturated aqueous sodium hydrogencarbonate solution are added and then the aqueous phase is extracted three times with dichloromethane. The organic phases are combined and dried over sodium sulfate and the solvent is evaporated under reduced pressure. The residue is chromatographed on silica gel with a dichloromethane/methanol 95/5 mixture. 3.72 g of tert-butyl 4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydroquinoxaline-1(2H)-carboxylate are obtained.M+H+=409.3, 887590-25-2

As the paragraph descriping shows that 887590-25-2 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS; US2009/176775; (2009); A1;,
Quinoxaline – Wikipedia
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