Brief introduction of 1593-08-4

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

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;,
Quinoxaline – Wikipedia
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Downstream synthetic route of 1593-08-4

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

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.

This procedure is based on our previous report27 and vogels procedure36. To a conical flask containing NaOH solution (1.5eq, 10 mL H2O) was added substituted acetophenones (1mmole) in ethanol (10 mL), and the reaction mixture was stirred for 10 minutes to allow enolate formation, to this was added quinoxaline-2- carbaldehyde 1 (1mmole) and the reaction mixture was stirred till completion. After completion of the reaction, as monitored by TLC the reaction mixture was poured in an ice bath and was acidified using conc. HCl. The solid obtained was then filtered, dried and recrystallized using Ethanol. The quinoxalinyl chalcone 2a-n were then characterized using IR, NMR (1H, 13C) and HR-MS spectroscopy. The purity was checked by HPLC measurements using mobile phase consisting methanol and water in the ratio 90:10., 1593-08-4

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

Reference£º
Article; Desai, Vidya; Desai, Sulaksha; Gaonkar, Sonia Naik; Palyekar, Uddesh; Joshi, Shrinivas D.; Dixit, Sheshagiri K.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2174 – 2180;,
Quinoxaline – Wikipedia
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Some tips on 1593-08-4

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

1593-08-4, 2-Formylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of commercially available quinoxaline-2-carbaldehyde (0.500 g, 3.16 mmol) in DCM (14.0 mL) were added 2-methylpropane-2-sulfinamide (0.383 g, 3.16 mmol) and Ti(OEt)4 (3.31 mL, 15.8 mmol). The reaction mixture was refluxed for 17 h, cooled to room temperature and quenched with water. The solids were filtered through a CELITE pad and washed with DCM. The organic phase was separated and washed with water, brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexanes:EtOAc, 100:0 to 50:50) to yield Int-16A (0.690 g, 84%) as a tan solid. NMR (500MHz, DMSO-c) delta 9.54 (s, 1H), 8.68 (s, 1H), 8.29 – 8.17 (m, 2H), 8.06 – 7.92 (m, 2H), 1.27 (s, 9H). HPLC retention time (Method 2): 2.132 mia; LCMS (ES): m/z 262.2 [M+H]+., 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; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; MIGNONE, James; (95 pag.)WO2019/94319; (2019); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

Downstream synthetic route of 1593-08-4

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

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;,
Quinoxaline – Wikipedia
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New learning discoveries about 1593-08-4

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

1593-08-4, 2-Formylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of thiazolidine-2,4-dione or rhodanine(0.13 g, 1 mmol), aliphatic/aromatic aldehyde (1 mmol), and ethanol (4 ml), a portion of Fe3O4/SiO2-NH2/Cu(II) (0.15 g) was added and the mixture stirred under reflux for the required time (Table 2). The progress of the reaction was monitored by TLC (n-hexane/EtOAc, 2:1). After completion of the reaction, EtOH (3 ml) was added and the nanocatalyst was separated by an external magnet. The crude product was recrystallized from EtOH., 1593-08-4

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

Reference£º
Article; Akhavan, Malihe; Foroughifar, Naser; Pasdar, Hoda; Khajeh-Amiri, Alireza; Bekhradnia, Ahmadreza; Transition Metal Chemistry; vol. 42; 6; (2017); p. 543 – 552;,
Quinoxaline – Wikipedia
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Brief introduction of 1593-08-4

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

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.

Int-16A. (i?)-2-Methyl-N-(quinoxalin-2-ylmethylene)propane-2-sulfinamide. To a solution of commercially available quinoxaline-2-carbaldehyde (0.500 g, 3.16 mmol) in DCM (14.0 mL) were added 2-methylpropane-2-sulfinamide (0.383 g, 3.16 mmol) and Ti(OEt)4 (3.31 mL, 15.8 mmol). The reaction mixture was refluxed for 17 h at which point it was cooled to room temperature and quenched with water. After filtration of the reaction mixture through a CELITE pad and subsequent washing of the cake with DCM, the organic phase of the filtrate was separated and washed with water, sat. brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash chromatography (silica gel, hexanes:EtOAc, 100:0 to 50:50) to yield Int-16A (0.690 g, 84%) as a tan solid. NMR (500 MHz, OMSO-de) delta 9.54 (s, 1H), 8.68 (s, 1H), 8.29 – 8.17 (m, 2H), 8.06 – 7.92 (m, 2H), 1.27 (s, 9H). HPLC retention time (Method 2): 2.132 mia; LCMS (ES): m/z 262.2 [M+H]+

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; MIGNONE, James; (117 pag.)WO2018/89360; (2018); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

Downstream synthetic route of 1593-08-4

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

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;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

Brief introduction of 1593-08-4

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

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 100-mL, round-bottom flask equipped with a magnetic stirring bar was charged with TZD (1 mmole) and rhodanine(1 mmol) in ionic liquid ChCl/urea was added aldehyde (1mmol). The reaction mixture was stirred for adequate amount of time under solvent-free conditions (Table 2). The progress of the reaction was monitored by TLC(Chloroform: Methanol (4:1). After completion of the reaction, H2O (3 ml) was added and ILs separated. Then, the obtained crude compound was collected by filtration and then washed with water and methanol. Finally, products were recrystallized from ethanol to afford (1-10) a, b in the excellent yield., 1593-08-4

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

Reference£º
Article; Akhavan, Malihe; Bekhradnia, Ahmadreza; Foroughifar, Naser; Pasdar, Hoda; Combinatorial chemistry and high throughput screening; vol. 22; 10; (2019); p. 716 – 727;,
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Simple exploration of 1593-08-4

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

1593-08-4, 2-Formylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 67 1-[(2S,3S)-3-(N2 -Quinoxalin-2-ylmethyl-L-asparaginyl)-amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide 50 mul (0.36 mmol) of triethylamine and 27 mg (0.42 mmol) of sodium cyanoborohydride were added, whilst ice-cooling, to a solution of 300 mg (0.60 mmol) of 1-[3-(L-asparaginyl)amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide hydrochloride and 115 mg (0.72 mmol) of 2-formylquinoxaline in 3 ml of methanol, and the resulting mixture was stirred at room temperature for 20 hours. The progress of reaction was then stopped by adding 0.60 ml of 1N aqueous hydrochloric acid, and the solvent was removed by distillation under reduced pressure. The resulting residue was extracted with ethyl acetate. The organic extract was then washed with a 5% w/v aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order, after which it was dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure, and the residue was purified by preparative thin layer chromatography, using a 16:4:1 by volume mixture of chloroform, methanol and 33% v/v aqueous acetic acid as the developing solvent, to give 76 mg of the title compound as a yellow powder, melting at 116-119 C. Elemental analysis: Calculated for C32 H41 N7 O5.1.25H2 O (molecular weight: 626.22): C, 61.37%; H, 7.00%; N, 15.66%. Found: C, 61.64%; H, 7.41%; N, 15.02%. Mass spectrum (m/z): 590, 503, 429, 327, 228, 163, 133, 70. Infrared Absorption Spectrum (KBr), numax cm-1: 3338, 1668, 1513., 1593-08-4

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

Reference£º
Patent; Sankyo Company, Limited; US5629406; (1997); A;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

New learning discoveries about 1593-08-4

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

1593-08-4, 2-Formylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

This procedure is based on our previous report27 and vogels procedure36. To a conical flask containing NaOH solution (1.5eq, 10 mL H2O) was added substituted acetophenones (1mmole) in ethanol (10 mL), and the reaction mixture was stirred for 10 minutes to allow enolate formation, to this was added quinoxaline-2- carbaldehyde 1 (1mmole) and the reaction mixture was stirred till completion. After completion of the reaction, as monitored by TLC the reaction mixture was poured in an ice bath and was acidified using conc. HCl. The solid obtained was then filtered, dried and recrystallized using Ethanol. The quinoxalinyl chalcone 2a-n were then characterized using IR, NMR (1H, 13C) and HR-MS spectroscopy. The purity was checked by HPLC measurements using mobile phase consisting methanol and water in the ratio 90:10., 1593-08-4

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

Reference£º
Article; Desai, Vidya; Desai, Sulaksha; Gaonkar, Sonia Naik; Palyekar, Uddesh; Joshi, Shrinivas D.; Dixit, Sheshagiri K.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2174 – 2180;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider