Category: 173253-42-4

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. 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, A new synthetic method of this compound is introduced below., Quality Control of 2-Amino-5-bromo-6-chloropyrazine

Step 1: 4-(5-amino-3-chloropyrazin-2-yl)benzonitrile A mixture of 5-bromo-6-chloropyrazin-2-amine (1.04 g, 5.00 mmol), (4-cyanophenyl)boronic acid (0.882 g, 6.00 mmol), dichloro(bis{di-tert-butyl[4-(dimethylamino)phenyl]phosphoranyl})palladium (110 mg, 0.15 mmol), sodium carbonate (1.06 g, 10.0 mmol) in 1,4-dioxane (12.0 mL) and water (2.0 mL) was evacuated then filled with nitrogen. The resulting mixture was stirred at 90 C. for 4 h then cooled to room temperature. The mixture was diluted with methylene chloride (15 mL) and water (5 mL). The precipitates were collected by filtration and washed with methyl t-butyl ether then dried to afford the desired product (1.05 g, 91%). LC-MS calculated for C11H8ClN4 (M+H)+: m/z=231.0; found 231.1.

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; Incyte Corporation; Wu, Liangxing; Wang, Xiaozhao; Yao, Wenqing; Zhang, Colin; (38 pag.)US2016/9711; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 173253-42-4, These common heterocyclic compound, 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, 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.

7. 2,6-Diamino-3-bromopyrazine A suspension of 2-chloro-3-bromo-6-aminopyrazine (15 g, 0.072 mole) in absolute ethanol (150 ml) and 0.880 ammonia (375 ml) was stirred and heated in an autoclave at 160 C. and 20 atm. for 16 hrs. The cooled mixture was evaporated in vacuo and extracted with hot methanol (3*100 ml). The combined methanol extracts were evaporated in vacuo. The residue was dissolved in hot chloroform, dried over anhydrous magnesium sulphate, filtered and the filtrate evaporated in vacuo. The residue was triturated with 40-60 C. petroleum ether, filtered, and dried in vacuo. Yield 5.51 g (40%), M.p. 176-178 C.

Statistics shows that 2-Amino-5-bromo-6-chloropyrazine is playing an increasingly important role. we look forward to future research findings about 173253-42-4.

Reference:
Patent; Glaxo Wellcome, Inc.; US6255307; (2001); B1;,
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. 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H3BrClN3

To a solution of 1-69 (100 mg, 0.2 mmol) in DMF are added 2-amino-5-bromo-6- chloropyrazine (51 mg, 0.24 mmol), Tetrakis (triphenylphosphine)palladium (0) (24 mg, 0.02 mmol) and 2M Na2C03 solution (2M aqueous)(0.5 mL, 1 mmol). The mixture is heated to 100 C for 1 hour in a microwave reactor. The mixture is cooled down and is extracted with H20 and EtOAc. The combined organic layer is dried with MgS04 and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography with 10% MeOH in CH2C12 as the eluent to afford 1- 155 (86 mg) (m/z: 493.2 [M++H]).

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; HUBER, John; LO, Ho Yin; LOKE, Pui Leng; LIU, Weimin; MORWICK, Tina Marie; OLAGUE, Alan; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee; WO2012/24150; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Amino-5-bromo-6-chloropyrazine

Sodium nitrite (3.6 g, 53 mmol) was added to a solution of 5-bromo-6-chloropyrazin-2-amine [Synnovator Inc, catPBN20120512] (10 g, 50 mmol) in sulfuric acid (70. mL) at 0 C. The resulting reaction mixture was stirred at 0 C. for 1 h then ice was slowly added to quench the reaction. The resulting precipitate was collected via filtration, washed with water then dried to give the desired product as off white solid. LC-MS calculated for C4H3BrClN2O (M+H)+: m/z=208.9. found 208.9.

The synthetic route of 173253-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Konkol, Leah C.; Lajkiewicz, Neil; Lu, Liang; Xu, Meizhong; Yao, Wenqing; Yu, Zhiyong; Zhang, Colin; He, Chunhong; (107 pag.)US2016/9712; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, 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 173253-42-4, Application In Synthesis of 2-Amino-5-bromo-6-chloropyrazine

To a solution of 5-bromo-6-chloropyrazin-2-amine (0.600 g, 2.8 mmol, 1 eq.) and benzo[d]thiazol-6-ylboronic acid (0.412 g, 2.3 mmol, 0.8 eq.) in dioxane (8 mL) and water (2 mL) was added Na2CO3 (0.549 g, 5.18 mmol, 2 eq.). The reaction was purged with N2 and PdCl2(dppf)?DCM complex (0.117 g, 5 mol %). The reaction mixture was deoxygenated using N2 atmosphere and the reaction mixture was heated at 100 C. for 16 h under microwave irradiation. The reaction was monitored by TLC and LCMS The reaction mixture was diluted with water and extracted with ethyl acetate (3*100 mL). The separated organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product was purified by normal phase column chromatography to afford desired product (0.210 g, 28%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-bromo-6-chloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; GiraFpharma LLC; PHAM, Son Minh; CHEN, Jiyun; ANSARI, Amantullah; JADHAVAR, Pradeep S.; PATIL, Varshavekumar S.; KHAN, Farha; RAMACHANDRAN, Sreekanth A.; AGARWAL, Anil Kumar; CHAKRAVARTY, Sarvajit; (120 pag.)US2019/23666; (2019); A1;,
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. 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Amino-5-bromo-6-chloropyrazine

In a pressure tube were mixed 2-amino-5-bromo-6-chloropyrazine (2.00 g, 9.60 mmol), 3-fluor-ophenylboronic acid (1.48 g, 10.55 mmol), sodium carbonate (2.03 g, 19.19 mmol) in a 4:1 mixture of 1 ,4-dioxane : water (25 mL). The reaction mixture was sparged with argon and Pd(PPh3)4 (0.22 g, 0.20 mmol) was then added. The mixture was sparged with argon shortly and the vessel was sealed and the reaction mixture was heated at 10000 for 20h. After that time the reaction mixture was cooled down to r.t. filtered through Celite pad diluted with AcOEt, or-ganic layer was washed with NaHCO3, brine and dried over Na2SO4. Then the mixture was concentrated under reduced pressure. The obtained residue was purified by flash chromatography on silica eluting with hexane : EtOAc (1:0 – 1:1) to lead to the title product as a light yellow solid(1 .82 g, 85%). ESI-MS: 224.00 [M+H].

The synthetic route of 173253-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SELVITA S.A.; BOBOWSKA (NEE WITKOWSKA), Aneta; GALEZOWSKI, Michal; NOWAK, Mateusz; COMMANDEUR, Claude; SZEREMETA-SPISAK, Joanna; NOWOGRODZKI, Marcin; OBARA, Alicja; DZIELAK, Anna; LOZINSKA, Iwona; DUDEK (NEE SEDLAK), Marcelina; JANIGA, Anita; REUS, Jacek; WRONOWSKI, Marek; ZASTAWNA, Magdalena; RADZIMIERSKI, Adam; SWIRSKI, Mateusz; ZACHMANN, Julian; FABRITIUS, Charles-Henry; PORTER, Rod; FOGT, Joanna; (276 pag.)WO2019/2606; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 173253-42-4, 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. 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Copper iodine (190 mg, 1 mmol), triethylamine (16.7 ml, 120 mmol), and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (1.3 g, 1.6 mmol), and tetrahydrofuran (100 ml) were added to 5-bromo-6-chloropyrazin-2-amine (4.2 g, 20 mmol) obtained from Step 1, and the resultant was bubbled using nitrogen gas. Trimethylsilylacetylene (3.6 ml, 26 mmol) was added to the mixture, and the resultant was reacted at 80C for 2 hours. The reactant was concentrated under reduced pressure, followed by adding water. Thereafter, the resultant was extracted 3 times with ethyl acetate. The organic layer was collected, dried over magnesium sulfate, and then concentrated under reduced pressure. Thereafter, the residue was purified on a silica gel column using chromatography. The title compound (3.16 g, 70%) was obtained by eluting as a mixed solvent (5:1 v/v) of hexane and ethyl acetate. 1H NMR (500 MHz, CDCl3) delta 7.84 (s, 1H), 4.85 (s, 2H), 0.28 (s, 9H).

The synthetic route of 2-Amino-5-bromo-6-chloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dongguk University Industry-Academic Cooperation Foundation; GONG, Young Dae; KWAK, Se Hun; LEE, Eun Sil; (32 pag.)EP3231800; (2017); A2;,
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 173253-42-4 as follows. Computed Properties of C4H3BrClN3

Example 6 2-Amino-5,7-dihydrofuro[3,4-b]pyrazine A mixture of 2-amino-5-bromo-6-chloro-pyrazine (21 mg, 0.10 mmol), tributyl{[tributylstannyl)methoxy]methyl}stannane according to Production Example 1-2 (62 mg, 0.10 mmol), tris(dibenzylideneacetone)dipalladium (9.2 mg, 0.010 mmol), X-Phos (19 mg, 0.040 mmol), and 1,4-dioxane (1.0 mL) was stirred while being heated to reflux for 20 hours. The resulting mixture was cooled to room temperature and then filtered through Celite and concentrated under reduced pressure. The residue was separated and purified by preparative thin-layer chromatography (ethyl acetate_heptane=5:1) to obtain the title compound (3.6 mg, 26% yield). 1H-NMR Spectrum (400 MHz, CDCl3) delta (ppm): 4.55 (br s, 2H), 4.87-5.13 (m, 4H), 7.83 (s, 1H).

According to the analysis of related databases, 173253-42-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai R&D Management Co., Lt.d; Tanaka, Keigo; Fukuyama, Takashi; Murai, Norio; Itano, Wataru; Hirota, Shinsuke; Iida, Daisuke; Azuma, Hiroshi; (32 pag.)US2016/168176; (2016); A1;,
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. 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C4H3BrClN3

To a solution of 1-69 (100 mg, 0.2 mmol) in DMF are added 2-amino-5-bromo-6- chloropyrazine (51 mg, 0.24 mmol), Tetrakis (triphenylphosphine)palladium (0) (24 mg, 0.02 mmol) and 2M Na2C03 solution (2M aqueous)(0.5 mL, 1 mmol). The mixture is heated to 100 C for 1 hour in a microwave reactor. The mixture is cooled down and is extracted with H20 and EtOAc. The combined organic layer is dried with MgS04 and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography with 10% MeOH in CH2C12 as the eluent to afford 1- 155 (86 mg) (m/z: 493.2 [M++H]).

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; HUBER, John; LO, Ho Yin; LOKE, Pui Leng; LIU, Weimin; MORWICK, Tina Marie; OLAGUE, Alan; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee; WO2012/24150; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H3BrClN3

EXAMPLE 27 2-Amino-5-bromo-6-chloropyrazine (0.417 g) was added to a stirred suspension of sodium hydride (oil-free; 0.24 g) in dry dimethoxyethane (20 ml). When evolution of hydrogen ceased, 5-dimethylamino-1-naphthalenesulphonyl chloride (0.594 g) was added. The mixture was stirred for 24 hours and then water (25 ml) and 2M hydrochloric acid (2 ml) were added. The mixture was extracted with ethyl acetate (2*25 ml) and the extracts were dried (MgSO4). Volatile material was removed by evaporation and the residue was purified by elution with ethyl acetate/hexane (1:3 v/v) through a silica gel Mega Bond Elut column to give 5-dimethylamino-N-(5-bromo-6-chloro-2-pyrazinyl)-1-naphthalenesulphonamide (0.46 g), m.p. 180-182 C. (after trituration with ether); mass spectrum (+ve FAB, methanol/NBA): 442 (M+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 173253-42-4.

Reference:
Patent; Zeneca Limited; US5861401; (1999); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem