Category: 56423-63-3

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

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, Recommanded Product: 2-Bromopyrazine

General procedure: A mixture of methyl 4-bromobenzoate2a (100 mg, 0.465 mmol), methyl N-(tert-butoxycarbonyl)glycinate 3a (132 mg, 0.698 mmol), Pd2(dba)3 (8.5 mg,9.3 lmol), Xantphos (16 mg, 0.028 mmol), and cesium carbonate(303 mg, 0.930 mmol) was charged with dioxane (1.0 mL). Theresulting suspension was sparged with argon via subsurface bubblingfor 5 min, and the reaction mixture was sealed and stirredat 100 C for 12 h. The reaction was cooled to ambient temperature,diluted with EtOAc (20 mL), and filtered to remove the inorganicsalts. The filtrate was concentrated to an oil, then purified bycolumn chromatography on silica gel, eluting with an EtOAc/hexanesgradient (2-30%) to afford the desired product 4a as a colorlessgum (75% isolated yield). 1H NMR (500 MHz, DMSO-d6): d 7.90(d, J = 9.0 Hz, 2H), 7.40 (d, J = 8.5 Hz, 2H), 4.39 (s, 2H), 3.83 (s, 3H),3.68 (s, 3H), 1.37 (s, 9H). LRMS (ESI) calcd for C16H21NO6 (M+Na)+:346.1, found: 346.1.

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

Reference:
Article; Falcone, Danielle; Osimboni, Ekundayo; Guerin, David J.; Tetrahedron Letters; vol. 55; 16; (2014); p. 2646 – 2648;,
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. 56423-63-3, name is 2-Bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Bromopyrazine

Example 269(S)-3-(4-chlorophenyl)-4-(3-(pyrazin-2-yloxy)phenyl)oxazolidin-2-one [00252] Reference: Org Lett 2003, 5(21), 3799. A small reaction tube fitted with a screw cap containing a septum is charged with (S)-3-(4-chlorophenyl)-4-(3-hydroxyphenyl)- oxazolidin-2-one (0.06 mmol), 2-bromopyrazine (0.076 mmol), CuI (0.04 mmol), NN- dimethylglycine (0.04 mmol), Cs2CO3 (0.13 mmol) and 1,4-dioxane (1 mL) is stirred at 1200C for 18h. The reaction mixture is then cooled to room temperature and filtered through a Whatman 0.42 muM filter and purified by preparative HPLC (C-18, 10-90 % ACnu/water (0.05 % TFA)). 1H nuMR (CDCl3, 400 MHz) delta 8.41 (d, J = 1.2 Hz, IH), 8.29 (d, J = 2.8 Hz, IH), 8.04 (dd, J = 2.8, 1.2 Hz, IH), 7.43 (t, J = 8.0 Hz, IH), 7.34 (d, J = 8.8 Hz, 2H), 7.24 (d, J = 8.2 Hz, 2H), 7.12-7.19 (m, 2H), 7.10 (s, IH), 5.37 (dd, 7 = 8.8, 6.0 Hz, IH), 4.80 (t, J = 8.8 Hz, IH), 4.26 (dd, 7 = 8.8, 6.0 Hz, IH); HPLC-MS calculated for Ci9Hi4ClN3O3 (M+H+) 368.1, found 368.1.

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; IRM LLC; WO2008/76754; (2008); A2;,
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, Recommanded Product: 2-Bromopyrazine

The above oily liquid was dissolved in 10 mL of ethylene glycol dimethyl ether and 2 mL of water, and 2-bromopyrazine (276 mg, 1.74 mmol), Pd(PPh3)4 (50 mg, 0.043 mmol) and Na2CO3 (460 mg, 4.34 mmol), and the reaction was 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. Concentration by filtration, column chromatography (petroleum ether / ethyl acetate, 1/1) gave 65 mg of white solid powder as compound A-1a.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (35 pag.)CN109651359; (2019); A;,
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. 56423-63-3, name is 2-Bromopyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Bromopyrazine

Intermediates 2(R)-N-((l S,2S)-l-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5- enyl)-2-methylpropane-2-sulfinamide. In an oven-dried 250 mL round-bottomed flask was dissolved diisopropylamine (1.7 mL, 12 mmol) in tetrahydrofuran (40 mL) to give a colorless solution under nitrogen. After cooling to -30C, n-BuLi (4.3 mL, 11 mmol) was added, and the mixture was briefly warmed up to rt for 3 min. After cooling down to -78C, 2-bromopyrazine (0.98 mL, 10.7 mmol) was added dropwise via syringe. The resulting yellow solution was stirred at -78C for 5 min. (R,E)-N- ((S)-2-(2,3-difluorophenyl)hex-5-enylidene)-2-methylpropane-2-sulfinamide (2.089 g, 6.67 mmol) in 4 mL anhydrous tetrahydrofuran (plus 3 mL rinse) was added via canuula, and the mixture was stirred for 2 h at -75C. The reaction was quenched with saturated sodium bicarbonate solution and diluted with ethyl acetate. The layers were separated. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried, and concentrated to give a tan oil. Flash column chromatography up to 80% ethyl acetate/hexane afforded the desired product (1.964 g, 62%) as a dense tan oil: XH NMR (400 MHz, CHLOROFORM-d) delta ppm 8.33 (d, J=2.26 Hz, 1 H) 8.26 (d, J=2.26 Hz, 1 H) 6.99 – 7.22 (m, 3 H) 5.74 (d, J=6.53 Hz, 1 H) 5.18 (dd, J=9.29, 5.27 Hz, 1 H) 4.85 – 4.99 (m, 2 H) 4.30 (d, J=9.54 Hz, 1 H) 3.66 – 3.77 (m, 1 H) 2.17 (br. s., 1 H) 1.80 – 2.04 (m, 3 H) 1.05 (s, 9 H); 19F NMR (376 MHz, CHLOROFORM-d) delta ppm -138.41 (d, J=15.61 Hz, 1 F) -144.20 – – 143.20 (m, 1 F); 13C NMR (101 MHz, CHLOROFORM-d) delta ppm 155.19 (s, 1 C) 151.32 – 149.72 (dd, J=13.87 and 249.47 Hz, 1 C) 150.24 – 147.67 (dd, J=12.72 and 246.95 Hz, 1 C) 142.89 (s, 1 C) 141.44 (br. s., 1 C) 140.47 (s, 1 C) 136.93 (d, J=10.02 Hz, 1 C) 127.54 (d, J=10.79 Hz, 1 C) 124.12 – 124.96 (m, 1 C) 123.41 – 123.97 (m, 1 C) 115.23 – 1 15.83 (m, 1 C) 1 15.09 (s, 1 C) 59.93 – 60.56 (m, 1 C) 56.10 – 56.69 (m, 1 C) 40.72 – 41.81 (m, 1 C) 30.81 (s, 1 C) 30.34 (br. s., 1 C) 21.94 (q, J=6.17 Hz, 3 C).

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; DUBOWCHIK, Gene M.; MACOR, John E.; CHEN, Ling; WO2012/154354; (2012); 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, Formula: C4H3BrN2

General procedure: These compounds were synthesized according to previously reported method.3 Under nitrogen atmosphere, to a mixture of 25 (3.0 mmol), K2CO3 (4.5 mmol) and CuI (0.3 mmol) in DMA (10 mL) was added 24a-24c (3.0 mmol). The reaction flask was heated to 90 C and stirred for 36-48 h. After being cooled to rt, the reaction mixture was diluted with ethyl acetate and water. Under cooling with ice/water, concentrated HCl was added to adjust the pH to 3. The organic phase was separated, and the aqueous phase was extracted with ethyl acetate. The combined organic phase was washed with brine, dried over anhydrous Na2SO4, and the solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography to yield the desired compounds 26a-26c.

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:
Article; Xu, Yulong; Yang, Xicheng; Chen, Yiyi; Chen, Hao; Sun, Huijiao; Li, Wei; Xie, Qiong; Yu, Linqian; Shao, Liming; Bioorganic and Medicinal Chemistry Letters; vol. 28; 12; (2018); p. 2148 – 2152;,
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. COA of Formula: C4H3BrN2

Dissolve YC042 (100 mg, 0.4 mmol) and 2-bromopyrazine (127 mg, 0.8 mmol) in DME.Add 1.6 mL of 2M sodium carbonate aqueous solution, and then introduce nitrogen after evacuation. Add catalyst Pd (dppf) 2Cl2-CH2Cl2 (17mg). After evacuation again, introduce nitrogen, reflux at 95 C overnight, dilute with water, extract with ethyl acetate, organic The phases were dried over anhydrous sodium sulfate and spin-dried and purified on a normal phase silica gel column.YC075 (75.8mg)

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; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Jia; Wang Zengtao; Zhang Shiyan; Zang Yi; Wang Peipei; Sun Dandan; Zhang Hanyan; (155 pag.)CN110818683; (2020); A;,
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. 56423-63-3, name is 2-Bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H3BrN2

General procedure: Two different solutions for feeds A and B were separately prepared in 2 mL vial equipped with a Teflon septum and magnetic stir bar. Feed A: [Ir(dtbbpy)(ppy)2][PF6] (2.00 lmol, 0.01 equiv) and Boc-Pro-OH (0.3 mmol, 1.5 equiv) in 1 mL of DMA; Feed B: NiCl2 glyme (0.02 mmol, 0.1 equiv), 4,4′-di-tert-butyl-2,2′-bipyridyl (0.03 mmol, 0.15 equiv), the corresponding aromatic halides (0.20 mmol, 1.0 equiv), DBU (0.3 mmol, 1.5 equiv) in 1 mLof DMA. The two solutions were degassed by bubbling nitrogen stream for 20 min. Feeds A and B were injected simultaneously into the photoreactor, mixed in a T-mixer, and passed through a 10 mL residence time coil (0.8 mm inner diameter, 4 m length, fluoropolymer tube) irradiated with blue LED 450 nm and heated atthe indicated temperature. The reaction mixture collected from the output was diluted with saturated aqueous NaHCO3 solution,extracted with Et2O (3 10 mL). The combined organic extracts were washed with water and brine, dried over MgSO4 and concentratedin vacuo. Purification of the crude product by flash chromatography on silica gel using as eluent heptane/ethyl acetate afforded the desired product.

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 56423-63-3.

Reference:
Article; Abdiaj, Irini; Alcazar, Jesus; Bioorganic and Medicinal Chemistry; vol. 25; 23; (2017); p. 6190 – 6196;,
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, Recommanded Product: 56423-63-3

Under nitrogen protection conditions,(S) -2- amino-3-phenylpropanoic acid (1.6 g, 9.5 mmol), 2-bromopyrazine (1 g, 6.3 mmol) were added sequentially to 50 mL of dry N, N- dimethylacetamide, Potassium carbonate (1.7 g, 12.6 mmol) and cuprous iodide (0.2 g, 0.9 mmol) were added and the temperature was raised to 90 C with stirring.After 48 hours the TLC test showed the reaction was complete and the reaction was allowed to cool to room temperature. 30 mL of ethyl acetate and 10 mL of water were added and the temperature was lowered to 0 C. The pH was adjusted to 3 with 6 M HCl solution. The organic phase was separated and the aqueous phaseThe organic phase was combined, dried over anhydrous sodium sulfate and filtered after drying. The residue was purified by column chromatography on a rotary evaporator (petroleum ether: ethyl acetate = 1: 1) Product 0.7g, yield 46%.

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

Reference:
Patent; Fudan University; Shao Liming; Xu Yulong; Chen Yiyi; Li Wei; Xie Qiong; (25 pag.)CN107151254; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application 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.

General procedure: Reactions were carried out in a Bohdan XT 24 position block using the appropriate halide indicated.2M Sodium carbonate (0.680 mL, 1.36 mmol) was added to a stirred mixture of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyridine (10, 151 mg, 0.62 mmol), the appropriate halide (0.74 mmol) and bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (Pd(Amphos)Cl2) (26.3 mg, 0.04 mmol) in DME (4 mL) under nitrogen. The resulting mixture was stirred at 80 C for 4 h, allowed to cool, diluted with water (10 mL), extracted with EtOAc (2¡Á25 mL) and the organic layer was evaporated to afford crude products. Unless otherwise stated the crude product was purified by preparative HPLC (Waters XBridge Prep C18 OBD column, 5 mu silica, 19 mm diameter, 100 mm length, 5-95% MeCN/1% NH3 in H2O).

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

Reference:
Article; Bethel, Paul A.; Campbell, Andrew D.; Goldberg, Frederick W.; Kemmitt, Paul D.; Lamont, Gillian M.; Suleman, Abid; Tetrahedron; vol. 68; 27-28; (2012); p. 5434 – 5444;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem