Month: February 2021

Related Products of 1335210-24-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1335210-24-6, name is (3S,11AR)-6-methoxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydrooxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

C. (3S,llaR)-N-[(2,4-Difluorophenyl)methyl]-3-methyI-6-(methyloxy)-5,7-dioxo- 2,3,5,7,11,1 la-hexahydro [1,3] oxazolo [3,2-a]pyrido [l,2-Patent; GLAXOSMITHKLINE LLC; WANG, Huan; GOODMAN, Steven N; MANS, Douglas; KOWALSKI, Matthew; WO2011/119566; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 54608-52-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 54608-52-5, name is 2-Hydrazinopyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 2-hydrazinylpyrazine (0.551 g, 5.00 mmol) and ethyl 2-cyanopropanoate (0.669 g, 5.00 mmol) in abs. EtOH (10 mL) was added 3M NaOEt in EtOH (0.167 mL, 0.501 mmol) and the mixture was heated at reflux for 64 hours. The mixture was concentrated and the residual yellow-brown solid was treated with EtOAc (30 mL) and sonicated. The resulting tan suspension was stirred vigorously for 8 hours. The solid was collected via vacuum filtration, washed with EtOAc and dried in vacuum to afford the title compound as a light tan powder (682 mg, 71%). 1H NMR (DMSO de) delta 10.3 (br s, 1H), 8.82 (s, 1H), 8.30 (d, 2H), 6.55 (s, 2H), 1.71 (s, 3H).

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

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven, Wade; BLAKE, James, F.; BRANDHUBER, Barbara, J.; HAAS, Julia; JIANG, Yutong; KERCHER, Timothy; KOLAKOWSKI, Gabrielle, R.; THOMAS, Allen, A.; WINSKI, Shannon, L.; WO2014/78454; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 312736-49-5, name is 3,5-Dichloropyrazine-2-carboxylic acid, belongs to Pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 312736-49-5, Computed Properties of C5H2Cl2N2O2

[0731] To a solution of 146A (10 g, 51.82 mmol) and HATU (21.67 g, 57 mmol) in DMF (50 mL), DIEA (19.86 mL, 114 mmol) was added to the solution. After 30 minutes, N,Odimethylhydroxyamine hydrochloride (6.09 g, 62.18 mmol) was added to the solution. The mixture was stirred for overnight. 300 mL of water was added and extracted with EtOAc three times (100 mL). The crude product was purified by flash column to provide the desired product. MS (m/z) 236 [M+H].

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; GILEAD SCIENCES, INC.; BRIZGYS, Gediminas; CANALES, Eda; CHOU, Chien-hung; GRAUPE, Michael; HU, Yunfeng, Eric; LINK, John, O.; LIU, Qi; LU, Yafan; SAITO, Roland, D.; SCHROEDER, Scott, D.; SOMOZA, John, R.; TSE, Winston, C.; ZHANG, Jennifer, R.; WO2014/134566; (2014); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 2-Bromo-5H-pyrrolo[2,3-b]pyrazine

2-bromo-5H-pyrrolo[2,3-b]pyrazine (6.5g, 32.82 mmol), (4- isopropylsulfonylphenyl) boronic acid (7.859 g, 34.46 mmol) and palladiumtriphenylphosphane complex (1.896 g, 1.641 mmol) were combined in a round bottomed flask. To this mixture was added dioxane (97.50 mL) and then an aqueous solution of Na2C03 (49.23 mL of 2 M, 98.46 mmol). The resulting suspension was stirred at 100 C overnight, then heating was stopped and water added. The resultant precipitate was collected and dried in vacuo at 40C, to give the sub-title compound as a brown solid (9.45 g, 95% yield). XH NMR (400.0 MHz, DMSO) d 12.25 (s, 1H), 9.00 (s, 1H), 8.43 (d, J = 8.4 Hz, 2H), 7.99 – 7.96 (m, 3H), 6.74 (d, J = 3.5 Hz, 1H), 3.57 (s, 1H) and 1.20 (d, J = 6.8 Hz, 6H) ppm; MS (ES+) 435.2

The synthetic route of 2-Bromo-5H-pyrrolo[2,3-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; EVERITT, Simon; MORTIMORE, Michael, Paul; CHARRIER, Jean-damien; MACCORMICK, Somhairle; STORCK, Pierre-henri; KNEGTEL, Ronald; PINDER, Joanne; DURRANT, Steven; WO2012/178124; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: Pyrazines

To a flask fitted with overhead stirrer, condenser, thermometer and nitrogen line was added 5-chloropyrazine-2-carboxylic acid (1.0 eq), DMF (0.069 eq) and toluene (5.52 vols) under a nitrogen atmosphere. The mixture was heated to 60-65 C., and thionyl chloride (1.5 eq) added drop-wise to the batch over approximately 2 hours. The thionyl chloride was washed into the flask with toluene (0.2 vols). The reaction mixture was heated at 60-65 C. for at least 4 hours, then cooled to 40-45 C. and distilled under vacuum, removing approximately 4.5 vol distillates, and distilling to a final volume of 3.2 vols. Toluene (10.6 vol) was added, and the mixture distilled under vacuum at 40-45 C., removing approximately 9.1 vol distillates, and distilling to a final volume of 4.7 vols. The mixture was then cooled to 20-25 C., and dichloromethane (10.6 vols) added. The mixture was cooled to 0-5 C. Meanwhile, to a second flask fitted with overhead stirrer, condenser, thermometer and nitrogen line was added azetidine hydrochloride (0.284 eq), dichloromethane (5.2 vols) under a nitrogen atmosphere. Triethylamine (2.57 eq) was added over at least 15 minutes maintaining the reaction temperature from 20-25 C., the triethylamine was washed into the flask with dichloromethane (0.13 vols), and the mixture cooled to -5 C. to -10 C. The acid chloride solution in the first flask was added to the second flask in portions maintaining the reaction temperature at -5 C. to -10 C. over a time period of 2-5 hours. The pH was tested and adjusted to pH>7 after the acid chloride addition. The reaction mixture was agitated for at least 30 minutes at -5 C. to -10 C. Water (10.6 vols) was added to the second flask and the temperature was allowed to increase to 20-25 C. The mixture was agitated for approximately 25 minutes and then the layers were separated. A 3.17% w/w solution (1.46 eq) of hydrochloric acid (prepared from 32% w/w hydrochloric acid and water) was added to the organic layer B keeping the batch temperature at 20-25 C. The mixture was agitated for 30 minutes at this temperature. The layers were separated, and the organic phase was treated with 26% w/w sodium chloride solution (approximately 8.9 vols) and the batch agitated at 20-25 C. for at least 15 minutes. The layers were separated and the organic layers was heated to reflux, and dichloromethane was removed by atmospheric distillation, distilling to a final volume of approximately 1-2 vols, collecting approximately 11.9 vols distillates. The resulting mixture was cooled to 20-25 C., and heptane (10.5 vols) added. The mixture was heated to reflux for 60 minutes, and then cooled to 90-100 C. The hot solution was filtered through a filter containing 10% w/w of activated charcoal into a clean dry vessel. The filter was washed with heptane (0.43 vols) and the solution cooled to 20-25 C. over at least 2 hours. The resulting crystallised slurry was filtered, and the solid washed with pentane (0.94 vols). After drying in the vacuum oven at 40 C. overnight, the desired product was obtained as a solid (corrected yield 65-78%). 1H NMR delta (400 MHz CDCl3): 2.35-2.42 (2H, m), 4.26 (2H, t), 4.67 (2H, t), 8.52 (1H, d), 9.09 (1H, d); m/z 198 (M+H)+.

The synthetic route of 5-Chloropyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US2010/210841; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 762240-92-6 as follows. Safety of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

Example-1 Preparation of (R)-tert-butyl 4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl) butan-2-ylcarbamate of Formula (III) In 250 mL three necked round bottom flask equipped with mechanical stirrer, thermometer and an addition funnel, were added 400 mL DMF, 100 g (3R)-N-(tert-butoxycarbonyl)-3-amino-4-(2,4,5-trifluorophenyl) butanoic acid of Formula (V) and 72 g 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]pyrazine hydrochloride of Formula (IV). The reaction mixture was cooled to 0 to 5 C. and 106 g TBTU was added. 116.3 g DIPEA was added to the reaction mixture and stirred for 1 hour. After the completion of reaction, 1 L water and 600 mL 1% NaHCO3 was added. The reaction mixture was stirred for 1 hour at 25 C. to 35 C. The precipitates were filtered and washed with water. The product was dried under vacuum at 60 C. for 4 hours to obtain 151.9 g of title compound.

According to the analysis of related databases, 762240-92-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DWIVEDI, Shri prakash Dhar; SINGH, Kumar Kamlesh; NARODE, Sunil Dnyaneshwar; PATEL, Dhaval Jashvantbhai; SOLANKI, Kirtipalsinh Sajjansinh; US2015/87834; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 56423-63-3,Some common heterocyclic compound, 56423-63-3, name is 2-Bromopyrazine, molecular formula is C4H3BrN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of BB-7 (79 mg, 0.24 mmol), 2-bromopyrazine (48 mg, 0.319 mmol), t-BuOK (8 mg, 0.72 mmol, as 1.0 M solution in dry THF) and iPr-PEPPSI catalyst (9mg, 0.014 mmol) in toluene (3 mL) was heated at 70C in a microwave reactor for 1 h. Then, water was added and the RM was extracted with EtOAc.The volatiles were removed under reduced pressure and the residue was purified by CC (PF-3OSIHP/4G/ Cy IEtOAc) to yield the desired compound (23 mg, 23%).LC-MS (Method 2): m/z [M+H] = 412.3 (MW calc. = 411.16); R = 0.662 mi 1H-NMR (600MHz, DMSOd 6): oe = 1.59 (s, 3H); 2.33 (m, br, 2H); 3.82 (s, 3H); 3.86 (t, J = 6.0 Hz, 2H), 4.12 (m, 2H); 6.78 (s, 1H);7.85 (d, J= 2.4 Hz, 1H), 8.10 (m, 1H), 8.37 (d, J= 2.4 Hz, 1H), 8.59 (s, 2H), 10.32 (s, 1H).

The synthetic route of 56423-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORDHOFF Sonja; OBERBORSCH Stefan; RITTER Stefanie; VOSS Felix; WACHTEN Sebastian; WO2015/197188; A1; (2015);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 313339-92-3, These common heterocyclic compound, 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(4-tert-butoxycarbonyl-aminophenyl) boronic acid pinacol ester (8.26 g) was added to a reaction vessel containing a magnetic stirrer in 3,5-dichloro-pyrazine-2-carbonitrile (5.0 g), 1,1 ‘-bis (diphenylphosphino) ferrocene-palladium (II) dichloride (1.68 g) and cesium carbonate (28.1 g) followed by 100 ml of dioxane and 10 ml of water were added and the mixture was heated to 100 C. with stirring.After 1 h, the reaction mixture was cooled to room temperature and then quenched with saturated sodium bicarbonate solution (100 ml) and extracted with EtOAc (3 ¡Á 200 ml) The combined organic phases were dried over sodium sulfate, The product was purified by flash chromatography on a silica gel using a mixture of EtOAc and heptane as the eluant and the product was recrystallized from methyl tert-butyl ether to give the crude product as a brown oil which was purified by flash chromatography After drying in vacuo, tert-butyl ester of [4- (6-chloro-5-cyano-pyrazin-2-yl) -phenyl] -carbamic acid was obtained as a pale yellow solid. 6.92 g (73%)

Statistics shows that 3,5-Dichloropyrazine-2-carbonitrile is playing an increasingly important role. we look forward to future research findings about 313339-92-3.

Reference:
Patent; SANOFI; NAZARE, MARC; HALLAND, NIS; SCHMIDT, FRIEDEMANN; WEISS, TILO; DIETZ, UWE; HOFMEISTER, ARMIN; CARRY, JEAN-CHRISTOPHE; (93 pag.)JP5827849; (2015); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 6863-73-6, These common heterocyclic compound, 6863-73-6, name is 3-Chloropyrazin-2-amine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Second generation imidazo[1,2-a]pyrazineinhibitors, variants at 2- and 6-positions.8-Chloroimidazo[1,2-a]pyrazine 2-Amino-3-chloropyrazine (200 mg, 1.54mmol) and NaHCO3 (162 mg, 1.93 mmol) were suspended in tBuOH. Chloroacetaldehyde (50% w/v in H2O;200 muL, 1.54 mmol) was added and the reaction mixture was stirred under refluxfor 40 h. The reaction was then cooledto RT and solvent removed in vacuo. The residual material was taken up in CH2Cl2(100 mL) washed H2O (40 mL) and brine (40 mL), dried (MgSO4),filtered and concentrated in vacuo. Flash chromatography (applied in pet. ether;eluted 3:1 to 2:1 to 1:3 pet. ether/EtOAc) afforded the title compound as anoff white solid (118 mg, 0.773 mmol, 50%). Mpt: Decomposed before melting; Rf = 0.17 (2:1 EtOAc/pet.ether); IR (numax/cm-1, thin film): 3144, 3105, 1432; 1H NMR (600 MHz,(CD3)2SO): deltaH = 7.73 (d, J= 4.5 Hz, 1H, 6-H), 7.87 (d, J = 0.9 Hz, 1H, 2-H), 8.28 (d, J = 0.9Hz, 1H, 3-H), 8.66 (d, J = 4.5 Hz, 1H, 5-H); 13C NMR (150 MHz, (CD3)2SO): deltaC = 117.3 (C-3),120.8 (C-5), 127.3 (C-6), 135.5 (C-2), 137.1 (C-9), 141.7(C-8); LRMS m/z (CI+):154 [M(35Cl)+H]+, 156 [M(37Cl)+H]+;HRMS m/z (CI+): Found 154.0166 [M(35Cl)+H]+; C6H5ClN3requires154.0172.

The synthetic route of 6863-73-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sayer, James R.; Walldn, Karin; Pesnot, Thomas; Campbell, Frederick; Gane, Paul J.; Simone, Michela; Koss, Hans; Buelens, Floris; Boyle, Timothy P.; Selwood, David L.; Waksman, Gabriel; Tabor, Alethea B.; Bioorganic and Medicinal Chemistry; vol. 22; 22; (2014); p. 6459 – 6470;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 486424-37-7, name is 3-Amino-6-bromopyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C5H4BrN3O2

Step 3 : 5-bromo-3-(6-methyl-lH-benzo[d]imidazol-2-yl)pyrazin-2-amine[00212] A mixture of 3-amino-6-bromo-pyrazine-2-carboxylic acid (2.5 g, 11.47 mmol) , 4- methylbenzene-l,2-diamine (1.401 g, 11.47 mmol), diethoxyphosphoryl-formonitrile (2.058 g, 1.871 mL, 12.62 mmol) and triethylamine (2.321 g, 3.197 mL, 22.94 mmol) was heated in DME (75.00 mL) at 17O0C in the microwave for 1 hour. The reaction mixture was diluted with EtOAc, filtered and washed with water and brine, dried over MgSO4 and concentrated to a brown solid. The mixture was slurried in DCM and treated with diethyl ether / petroleum ether. The resultant solid was washed with ether and dried to afford the product as an orange/brown solid (1.6g, 46% Yield). MS (ES+) 305

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-damien; DURRANT, Steven; KAY, David; O’DONNELL, Michael; KNEGTEL, Ronald; MACCORMICK, Somhairle; PINDER, Joanne; VIRANI, Anisa; YOUNG, Stephen; BINCH, Hayley; CLEVELAND, Thomas; FANNING, Lev, T.d.; HURLEY, Dennis; JOSHI, Pramod; SHETH, Urvi; SILINA, Alina; WO2010/54398; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem