Category: 56423-63-3

Application of 56423-63-3, A common heterocyclic compound, 56423-63-3, name is 2-Bromopyrazine, molecular formula is C4H3BrN2, 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.

The above oily liquid was dissolved in 10 mL of ethylene glycol dimethyl ether and 2 mL of water, and 2-bromopyrazine (129 mg, 0.81 mmol), Pd(PPh3)4 (24 mg, 0.020 mmol) and Na2CO3 (215 mg, 2.03 mmol) were stirred at 100 C for 2 hours under nitrogen atmosphere. After cooling to room temperature, the reaction solution was poured into 60 mL of water and extracted three times with 20 mL of ethyl acetate. The combined ethyl acetate was washed with brine and dried over anhydrous sodium sulfate. Filtered, and concentrated by column chromatography (petroleum ether / ethyl acetate 1/1) to give 36mg as a white solid powder that is Compound A-2.

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

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (35 pag.)CN109651359; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 56423-63-3, name is 2-Bromopyrazine, 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. Formula: C4H3BrN2

Example 50 N-(4-trifluoromethylphenyl)-3-(4-chlorophenyl)-4-methyl-4-(pyrid-2-ylamino)-4,5-dihydro-1H-pyrazole-1-carboxamide To 2.0 g (5.0 mmole) of N-(4-trifluoromethylphenyl)-3-(4-chlorophenyl)-4-methyl-4-amino-4,5-dihydro-1H-pyrazole-1-carboxamide (Example 3) in 4 g of dimethylformamide was added 1.0 g (6.5 mmole) of 2-bromopyridine. The mixture was refluxed for 2 hours and then cooled. Partitioning between diethyl ether and dilute aqueous sodium bicarbonate, washing with brine, drying over anhydrous magnesium sulfate, and chromatography over silica gel using diethyl ether and hexanes yielded 0.2 g of Example 50, a white solid. mp 130-140 C. Example 51 was prepared following substantially the same procedure and substituting bromopyrazine for 2-bromopyridine.

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

Reference:
Patent; Rohm and Haas Company; US5798311; (1998); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 56423-63-3, 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. 56423-63-3, name is 2-Bromopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Reaction Scheme 6EXAMPLE 30: l-(4-methoxybeDzylV3-methyl-5-(pyrazin-2-ylVlH-pyrazolor3.4- blpyridine To a stirred solution of compound 8 (230 mg, 0.627 mmol) and 2-bromopyrazine 43 (100 mg, 0.63 mmol) in DME (3 mL), ethanol (1 mL) and water (0.2 mL) was added sodium carbonate (135 mg, 1.26 mmol) and was degassed for 10 min followed by the charging Pd(PPh3)4 (7.5 mg, 0.03 equivalent). The resulting reaction mixture was purged with N2 and degassing was submitted for heating at 80C overnight under pressure in a sealed tube. After completion of the reaction the reaction was diluted with ethyl acetate and water. The organic layer was separated and aqueous phase was extracted with ethyl acetate. The combined organic layer was washed with brine and dried over sodium sulphate and evaporated. The crude product was flash chromatographed with 100-200 mesh silica gel eluting the pure compound at 20% ethyl acetate in hexane as off white colored solid of compound 44 in 30 mg. The product 44 was confirmed by 1H NMR (400 MHz, CDC13) delta: 9.18 (s, 1H), 9.17 (s, 1H), 9.10 (d, J=1.58 Hz, 2H), 8.67 (s, 1H), 8.64 (s, 1H), 7.35 (d, 2H), 6.84 (d, 1H), 5.62 (d, 2H), 3.76 (s, 3H), 2.62 (s, 3H).

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

Reference:
Patent; ARRIEN PHARMAEUTICALS LLC; VANKAYALAPATI, Hariprasad; APPALANENI, Rajendra, P.; REDDY, Y., Venkata Krishna; WO2012/135631; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. Recommanded Product: 2-Bromopyrazine

Step A: 2-(2-Chlorophenyl)pyrazine (2508) 2-Bromopyrazine (100 mg, 0.630 mmol) and ((2-chlorophenyl)boronic acid (103 mg, 0.660 mmol) were added to a 5 mL sealable vial equipped with a stir-bar. A solution consisting of 1,4-dioxane (3 mL) and Na2CO3 (1.6 mL, 2 M) was added and the mixture sparged with argon for 10 minutes before adding Pd(ddp)Cl2.CH2Cl2 (23 mg, 0.031 mmol) and heating at 80 Celsius for 15 hours. The reaction was then cooled to rt, diluted with 5 mL of ethyl acetate and 5 mL of water, and the mixture extracted with ethyl acetate (3×20 mL). The combined organic extracts were then dried with sodium sulfate and concentrated to dryness. The resultant residue was subjected to FCC to provide the title compound. 1H NMR (500 MHz, CDCl3) delta 8.98-8.96 (d, J=1.6, 1H), 8.70-8.68 (dd, J=2.5, 1.6, 1H), 8.58-8.56 (d, J=2.6, 1H), 7.66-7.58 (m, 1H), 7.54-7.50 (m, 1H), 7.43-7.39 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 56423-63-3, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Bacani, Genesis M.; Eccles, Wendy; Fitzgerald, Anne E.; Goldberg, Steven D.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Lee-Dutra, Alice; Liu, Jing; McClure, Kelly J.; Meduna, Steven P.; Pippel, Daniel J.; Rosen, Mark D.; Sales, Zachary S.; US2015/259357; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 56423-63-3, These common heterocyclic compound, 56423-63-3, name is 2-Bromopyrazine, 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.

To a reaction flask were added compound 16 (200 mg, 0.372 mmol), 2-bromopyrazine (50 mg, 0.27 mmol),Pd(dppf)Cl2 (10 mg, 0.01 mmol) and sodium carbonate (60 mg, 0.558 mmol), 5 mL glycol dimethyl ether and 0.9 mLwater were added, bubbled with nitrogen gas for 10 minutes, and the reaction was heated to 100 C in microwave andreacted for half an hour. After TLC detected the reaction was complete, the reaction was concentrated, purified by silicagel column chromatography to afford 35 mg of a product, yield: 20.3%. LC-MS(APCI): m/z = 464.5 (M+1)+. 1H NMR(400 MHz, CDCl3) delta 8.78 (d, J = 2.0 Hz, 1H), 8.73 (s, 1H), 8.64 (s, 1H), 8.54 (d, J = 2.1 Hz, 1H), 8.11 (d, J = 2.0 Hz,1H), 7.95 (s, 1H), 7.67 (d, J = 8.9 Hz, 2H), 7.23 (d, J = 8.6 Hz, 2H), 5.28 (s, 1H), 5.14 (s, 1H), 3.70 – 3.57 (m, 1H), 3.52(d, J = 10.8 Hz, 1H), 3.42 (t, J = 11.6 Hz, 1H), 3.30 (t, J = 9.5 Hz, 1H), 2.26 – 2.17 (m, 1H), 2.02 (dd, J = 9.5, 3.8 Hz, 1H).

Statistics shows that 2-Bromopyrazine is playing an increasingly important role. we look forward to future research findings about 56423-63-3.

Reference:
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; ZHAO, Jiuyang; AL, Yixin; (55 pag.)EP3553056; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 56423-63-3, 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 56423-63-3 as follows.

Ethyl 5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-l-{2-[4-(trifluoromethoxy)phenoxy]ethyl}- lH-indole-2-carboxylate (34 mg, 0.065 mmol), 2-bromoprazine (21 mg, 0.13 mmol), K2C03 (27 mg, 0.2 mmol) and S Phos (2.7 mg, 0.006 mmol) were combined in 1.0 mL of dioxane in a flask. The reaction was degassed and filled with nitrogen. Water (0.2 mL) was added and purged again with nitrogen. Palladium acetate (0.7 mg, 0.003 mmol) was added, and the reaction was heated to 90C overnight. EtOAc was added and the crude mixture was filtered through a pad of Celite. The volatiles were concentrated in vacuo, and the reaction was purified on reverse phase HPLC (25-55% ACN in H20 (w/ 0.1% TFA)) to yield the title product. HRMS: Calc forC22H17F3N304 444.1171. Found 444.1 167

According to the analysis of related databases, 56423-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HANNEY, Barbara; MANLEY, Peter; RUDD, Michael, T.; SANDERS, John, M.; STACHEL, Shawn, J.; HENZE, Darrell; WO2013/9582; (2013); 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. 56423-63-3, name is 2-Bromopyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 56423-63-3

A mixture of 4-bromo-2,6- difluorobenzaldehyde (2 g, 9.05 mmol), bis (pinacolato) diboron (3.22 g, 12.67 mmol), dichloro1,1?-bis(diphenylphosphino)ferrocene palladium (II) dichloromethane (739.04 mg, 0.9 mmol)and potassium acetate (1776.34 mg, 18.1 mmol) in 1, 4-dioxane (18 mL) were heated to 90Cfor 12 hours. After cooling to room temperature 2-bromopyrazine (1.64 ml, 18.1 mmol),tetrakis(triphenylphosphine)palladium (1. 05g, 0.9 mmol) and potassium carbonate (2 M, 11.31ml) were added. The mixture was degassed by pulling vacuum and back-filling with Ar (3x),then the reaction was heated to 90C for 12 horns, cooled to room temperature, diluted with EtOAc and washed with saturated solution of brine. The organic extract was dried over Na2SO4, filtered and concentrated under reduced pressure. The cmde residue was purified by silica column chromatography (0% – 100% EtOAc /DCM/) to afford P36 MS (ESI) mlz 221.1[M+Hjt

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; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 56423-63-3, 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. 56423-63-3, name is 2-Bromopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

mixture of 3,3′,3″-(l,3,5,2,4,6-trioxatriborinane-2,4,6-triyl)tris(N-(4- (trifluoromethoxy)phenyl)benzamide) (Stage 5.1, 65 mg, 0.071 mmol), 2-bromopyrazine (63.6 mg, 0.4 mmol), Pd(PPh3)2Cl2 (8.42 mg, 0.012 mmol), Na2C03 (63.6 mg, 0.600 mmol), DME (299 muGamma), water (86 muGamma), and EtOH (42.8 mu) was stirred at 80C for 16 h. The RM was cooled, diluted with THF (4 mL), stirred for 2 h with Si-Thiol (Silicycle, 118 mg, 0.150 mmol), filtered and the filtrate was evaporated off under reduced pressure to give the crude product which was purified by flash chromatography (Redisep Silica gel column, 12 g, cyclohexane / EtOAc, from 20% to 75% EtOAc) to afford the title compound as white needles. UPLC-MS (Condition 1) tR = 2.66 min, m/z =360.0 [M+H]+, m/z =358.0 [M-H]”; XH-NMR (400 MHz, DMSO-d6) delta ppm 7.40 (d, J=8.6 Hz, 2 H) 7.67 – 7.77 (m, 1 H) 7.92 (d, J=9.0 Hz, 2 H) 8.08 (d, J=7.8 Hz, 1 H) 8.37 (d, J=7.8 Hz, 1 H) 8.67 – 8.71 (m, 2 H) 8.77 – 8.80 (m, 1 H) 9.38 (d, J=1.5 Hz, 1 H) 10.59 (s, 1 H).

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

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GROTZFELD, Robert Martin; JONES, Darryl Brynley; MANLEY, Paul; MARZINZIK, Andreas; MOUSSAOUI, Saliha; PELLE, Xavier Francois Andre; SALEM, Bahaa; SCHOEPFER, Joseph; WO2013/171641; (2013); 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. 56423-63-3, name is 2-Bromopyrazine, A new synthetic method of this compound is introduced below., SDS of cas: 56423-63-3

Example 88CPreparation of Compound (95c) A mixture of compound (95b) (1.70 g), K2CO3 (1.87 g, 4 equiv.), Pd(Ph3P)2Cl2 (72.0 mg, 3%), and 2-bromopyrazine (1.07 g, 2 equiv.) in dioxane (18 mL) and H2O (6 mL) was degassed within an ultrasonic cleaner for 1 hr under argon protection. The mixture was heated at reflux with stirring for 3 hr. The residue was partitioned with EtOAc (80 mL) and H2O (30 mL). The EtOAc layer was washed with brine, dried on MgSO4 and purified through FCC (EtOAc/Hexanes=1/1) to give 1.5 g of compound (95c).

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; BIOMARIN PHARMACEUTICAL INC.; US2011/178065; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 56423-63-3, name is 2-Bromopyrazine, 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 56423-63-3, Application In Synthesis of 2-Bromopyrazine

2-Bromopyrazine (163 mg, 1.02 mmol), bis(triphenylphosphine)palladium(II) chloride (18 mg, 0.03 mmol) was dissolved in DMF (2 mL) under Ar atm. The hexamethylditin (0.214 mL, 1.02 mmol) was added and the reaction mixture was heated to 130 C. for 30 minutes with MW. 2-amino-5-(3-bromo-4-fluorophenyl)-3-methyl-5-[4-(pentafluoro-lambda6-sulfanyl)phenyl]-3,5-dihydro-4H-imidazol-4-one (250 mg, 0.51 mmol), cesium fluoride (0.076 mL, 2.05 mmol) and additional 2 mol % of bis(triphenylphosphine)palladium(II) chloride was added, and the reaction mixture was heated to 130 C. for 2 h. The reaction mixture was filtrated through a short silica column using EtOAc as eluent. The solution was concentrated in vacuo. The residue was dissolved in DMSO (2 mL) and purified by preparative HPLC to give the title compound (22 mg, 8%): 1H NMR (400 MHz, CDCl3) delta ppm 8.97-8.99 (m, 1H); 8.59-8.61 (m, 1H); 8.47 (d, J=2.5 Hz, 1H); 8.04 (dd, J=7.1, 2.5 Hz, 1H); 7.62-7.67 (m, 2H); 7.54-7.59 (m, 2H); 7.44-7.49 (m, 1H); 7.12 (dd, J=10.48, 8.72 Hz, 1H); 3.08 (s, 3H); 1.99 (s, 2H); MS (ES) m/z 488.0 [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; Astex Therapeutics Limited; AstraZeneca AB; US2008/287460; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem