Category: 912773-24-1

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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 912773-24-1

A 20 mL Biotage microwave vial loaded with 6-bromoimidazo[1,2-a]pyrazine (1.188 g, 6 mmol) was dissolved in DCM (15 mL), and N-chlorosuccinimide (881 mg, 6.60 mmol) was added in portions, and the mixture was sealed and stirred at 50 C. for 18 h. The vial was diluted with DCM and 10% NaOH, then extracted multiple times with DCM, washed with 10% NaOH, H2O, brine, and the organic layer was dried over Na2SO4, concentrated, dryloaded onto silica gel and purified on a 12 g silica gel column (hexanes/EtOAc, 0-25%), affording 6-bromo-3-chloroimidazo[1,2-a]pyrazine 67-A as a white solid (916 mg, 3.94 mmol, 66% yield, 25% EtOAc in hexanes). 1H NMR (DMSO) delta: 8.98 (d, J=1.3 Hz, 1H), 8.77 (d, J=1.3 Hz, 1H), 8.01 (s, 1H). 13C NMR (DMSO) delta: 143.03, 139.15, 134.20, 123.70, 117.92, 112.33.

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 912773-24-1.

Reference:
Patent; Arizona Board of Regents on Behalf of the University of Arizona; Hulme, Christopher; Foley, Christopher; (166 pag.)US2020/39989; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 912773-24-1, These common heterocyclic compound, 912773-24-1, name is 6-Bromoimidazo[1,2-a]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.

Step 1 : To a solution of 6-bromoimidazo [1, 2-a] pyrazine (30 g, 151 mmol) in toluene (400 mL) were sequentially added Cs2C03 (123 g, 378 mmol), 4-(ethoxycarbonyl)phenylboronic acid (35.2 g, 181 mmol) and Pd(dppf)2Cl2 (3.70 g, 4.50 mmol). The reaction mixture was stirred at 90 C for 12 h under argon atmosphere then, was filtered through celite. The filtrate was concentrated and the residue was purified the by flash column chromatography (silica gel, eluent n-hexane/EtOAc 70:30) to afford ethyl 4-(imidazo [1, 2-a]pyrazin-6-yl)benzoate (16 g, 39%) as yellow solid. 1H NMR (400 MHz, DMSO-i 6) 5: 9.35 (s, IH), 9.17 (s, IH), 8.15 (d, J= 8.4 Hz, 2H), 8.03 (d, J= 8.4 Hz, 2H), 7.88 (s, IH), 7.79 (s, IH), 4.32 (q, J= 6.8 Hz, 2H), 1.44 (t, J = 7.2 Hz 3H); MS (ESI) m/z 268 [C,5H13N302 ^H] “.

The synthetic route of 912773-24-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; DURAISWAMY, Athisayamani, Jeyaraj; CHENNAMANENI, Lohitha, Rao; WO2013/147711; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, 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 912773-24-1, SDS of cas: 912773-24-1

To a solution of 6-bromoimidazo[1,2-a]pyrimidine (2.4 g, 12.1 mmol) in DMF, were sequentially added (4-methylpiperazin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone (80% of 4.1 g, 12.1 mmol), a solution of NaHCO3 (3.1 g, 36.3 mmol) in water (30 mL), water (3 mL) and (A-Phos)2PdCl2 (400 mg, 0.60 mmol). The reaction mixture was heated at 90 C. for 4 h, then was diluted with water (100 mL) and extracted with EtOAc (3*100 mL). The combined organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, eluent CHCl3/MeOH 95:5 to 85:15) to afford of (4-(imidazo[1,2-a]pyrazin-6-yl)phenyl)(4-methylpiperazin-1-yl)methanone (1.5 g, 65%). 1H NMR (400 MHz, CDCl3) delta 8.60 (d, J=2.0 Hz, 1H), 8.10 (d, J=4.0, 1H), 7.80 (d, J=8.0 Hz, 1H), 7.58 (m, 4H) 7.39 (d, J=8.0, 1 H), 3.84 (br s, 2H), 3.50 (br s, 2H), 2.40 (br s, 4H), 2.35 (s, 3H); MS (ESI) m/z 322 [M+1]

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, 6-Bromoimidazo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Agency for Science, Technology and Research; Nacro, Kassoum; Duraiswamy, Athisayamani Jeyaraj; Rao, Lohitha; US2014/371199; (2014); 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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., name: 6-Bromoimidazo[1,2-a]pyrazine

General procedure: To a solution of cycloalkenyl iodide (1.00 equiv) in Et 2 O (0.5 M) wasslowly added a solution of n-BuLi (2.44 M in hexane, 1.10 equiv) at-78 C. After stirring for 30 min at the aforementioned temperature, B(Oi-Pr)3 (1.15 equiv) and THF (total concn 0.25 M) were added andthe resulting mixture stirred for an additional 1 h at room tempera-ture. Pd(dppf)Cl2·CH2C2 (4 mol%), the cross-coupling partner (aromatic or vinylic iodide, bromide, tosylate or chloride) (0.90 equiv) andan aqueous solution of NaOH (1.5 equiv 1.00 M) were subsequentlyadded and the reaction mixture was stirred overnight. The crude ma-terial was extracted with Et2O (3 × 20 mL), washed with a saturated aqueous solution of sodium chloride (20 mL), dried over magnesiumsulfate, filtered, concentrated and purified via flash column chroma-tography.

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:
Article; Baumann, Andreas N.; Eisold, Michael; Music, Arif; Didier, Dorian; Synthesis; vol. 50; 16; (2018); p. 3149 – 3160;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 912773-24-1, name is 6-Bromoimidazo[1,2-a]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. Product Details of 912773-24-1

Synthesis of 6-bromo-3-iodoimidazo[ 1 ,2-a]pyrazineA degassed solution of 6-bromoimidazo[l,2-a]pyrazine (500 mg, 2.52 mmol) and NIS (852 mg, 3.79 mmol) in DMF (10 mL) was heated to 60 C for 10 hours. The reaction mixture was cooled to RT and extract with DCM. The organics were washed with Na2S203 (aq), brine and dried over Na2S04. After concentrated, the crude product was purified by column (PE : EtOAc = 5 : 1) to obtain 6-bromo-3-iodoimidazo[l,2-a]pyrazine (530 mg, yield: 65%). 1H-NMR (CDC13, 400 MHz) delta 8.75 (s, 1H), 8.18 (s, 1H), 7.82 (s, 1H). MS (M+H)+: 324 / 326.

The synthetic route of 6-Bromoimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCCOMAS, Casey Cameron; LIVERTON, Nigel J.; HABERMANN, Joerg; KOCH, Uwe; NARJES, Frank; LI, Peng; PENG, Xuanjia; SOLL, Richard; WU, Hao; PALANI, Anandan; DAI, Xing; LIU, Hong; HE, Shuwen; DANG, Qung; WO2013/34048; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 912773-24-1, The chemical industry reduces the impact on the environment during synthesis 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, I believe this compound will play a more active role in future production and life.

To a solution of 6-bromoimidazo [1,2-a]pyrazine (1.43 g, 7.26 mmol, 1.0 equiv) in DMF (50 mL) was added NBS (1.39 g, 7.81 mmol, 1.1 equiv) at -5~0 C. The resulting solution was stirred at 0 C for 1 hr. The resulting mixture was diluted with ethyl acetate (300 mL) then washed with brine. The organic layer was dried and concentrated to obtain 1.8 g of the crude product as a white solid. (ES, m/z): [M + H+] 278; H-NMR (300 MHz, CDCI3): 5 8.92 (d, J= 1.2 Hz, 1H), 8.28 (s, 1H), 7.84 (d, J= 1.2 Hz, 1H).

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, 6-Bromoimidazo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; NOVARTIS AG; CHATTERJEE, Arnab Kumar; NAGLE, Advait Suresh; PARASELLI, Prasuna; LEONG, Seh Yong; ROLAND, Jason Thomas; MISHRA, Pranab Kumar; YEUNG, Bryan KS; ZOU, Bin; WO2014/78813; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 912773-24-1, 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 912773-24-1 as follows.

General procedure: In a 1000ml three-necked flask, equipped with mechanical stirring, Ar gas protection, adding 3-phenyl-6-chloroimidazo [1,2-a] pyrimidine (7.16 g (molecular weight: 229, 0.030 mol), p-bromophenyl boronic acid pinacol ester 9.1 g (molecular weight: 282, 0.032 mol), catalyst Pd (PPh3) 4 was used in an amount of 1.8 g (molecular weight 1154, 0.001556 mol), 120 ml of a sodium carbonate aqueous solution (2M), 300 ml of toluene and 150 ml of ethanol. Stirring reflux, with TLC monitoring reaction, reaction 3.5hs after the reaction is complete. Cooled, separated, evaporated to dryness, using column chromatography The eluent was eluted with 1: 3 ethyl acetate: petroleum ether to give 9.0 g of a pale yellow solid having a purity of 97.0% and a yield of 83.2%. The synthesis step was the same as the fourth step in Example 1,Except that 3-phenyl-6-chloroimidazo[1,2, a]pyrimidine was added Substituted with 6-bromoimidazo [1,2-A]pyrazine,(3-phenylcarbazole-9-yl) -6,6,12,12-tetramethyl-6,12-dihydroindeno [1,2-b ] Fluorene-2-boronic acid pinacol ester instead of raw materials, other raw materials and process unchanged, Compound 29 was obtained.

According to the analysis of related databases, 912773-24-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gu’an Dingcai Technology Co., Ltd.; Li Yinkui; Tang Jinming; Fan Hongtao; (40 pag.)CN104650089; (2017); B;,
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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., category: Pyrazines

A 20 mL Biotage microwave vial loaded with 6-bromoimidazo[1,2-a]pyrazine (1.188 g, 6 mmol) was dissolved in DCM (15 mL), and N-chlorosuccinimide (881 mg, 6.60 mmol) was added in portions, and the mixture was sealed and stirred at 50 C. for 18 h. The vial was diluted with DCM and 10% NaOH, then extracted multiple times with DCM, washed with 10% NaOH, H2O, brine, and the organic layer was dried over Na2SO4, concentrated, dryloaded onto silica gel and purified on a 12 g silica gel column (hexanes/EtOAc, 0-25%), affording 6-bromo-3-chloroimidazo[1,2-a]pyrazine 67-A as a white solid (916 mg, 3.94 mmol, 66% yield, 25% EtOAc in hexanes). 1H NMR (DMSO) delta: 8.98 (d, J=1.3 Hz, 1H), 8.77 (d, J=1.3 Hz, 1H), 8.01 (s, 1H). 13C NMR (DMSO) delta: 143.03, 139.15, 134.20, 123.70, 117.92, 112.33.

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 912773-24-1.

Reference:
Patent; Arizona Board of Regents on Behalf of the University of Arizona; Hulme, Christopher; Foley, Christopher; (166 pag.)US2020/39989; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 912773-24-1, These common heterocyclic compound, 912773-24-1, name is 6-Bromoimidazo[1,2-a]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.

Step 1 : To a solution of 6-bromoimidazo[l,2-a]pyrimidine (2.4 g, 12.1 mmol) in DMF, were sequentially added (4-methylpiperazin-r-yl)(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)methanone (80% of 4.1 g, 12.1 mmol), a solution of NaHC03 (3.1g, 36.3 mmol) in water (30 mL), water (3 mL) and (A-Phos)2PdCl2 (400 mg, 0.60 mmol). The reaction mixture was heated at 90 C for 4 h, then was diluted with water (100 mL) and extracted with EtOAc (3><100 mL). The combined organic layer was dried over Na2S04, filtered and concentrated under reduced pressure.. The residue was purified by flash column chromatography (silica gel, eluent CHCl3/MeOH 95 :5 to 85 : 15) to afford of (4-(imidazo[ 1 ,2-a]pyrazin-6-yl)phenyl)(4- methylpiperazin-l-yl)methanone (1.5 g, 65%). 1H NMR (400 MHz, CDC13) delta 8.60 (d, J~ 2,0 Hz, 1 H), 8.10 (d, J= 4.0, 1 H), 7.80 (d, J= 8.0 Hz, 1 H), 7.58 (m, 4 H) 7.39 (d, J= 8.0, 1 H), 3.84 (br s, 2 H), 3.50 (br s, 2 H), 2.40 (br s, 4 H), 2.35 (s, 3 H); MS (ESI) m/z 322 [M+1] Statistics shows that 6-Bromoimidazo[1,2-a]pyrazine is playing an increasingly important role. we look forward to future research findings about 912773-24-1. Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; DURAISWAMY, Athisayamani, Jeyaraj; CHENNAMANENI, Lohitha, Rao; WO2013/147711; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 912773-24-1, 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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 6-bromoimidazo[1,2-a]pyrazine 16 (2.0 g, 10.1 mmol) and (4-((tert-butoxycarbonyl)amino)phenyl) boronic acid (3.5 g, 14.8 mmol) in DME aqueous solution (DME : H2O = 2 : 1, 100 mL), were added Pd(PPh3)4 (578 mg, 0.5 mmol) and K2CO3 (2.8 g, 20.2 mmol). The solution was degassed with argon for 5 min and then stirred at 80 for 12 h. The reaction suspension was cooled to room temperature and filtered through Celite. The solvent was removed by rotary evaporation, the residue was treated with water and extracted with ethyl ether, then washed with brine, dried over by magnesium sulfate. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (MeOH/DCM, v/v = 1:100) to afford tert-butyl (4-(imidazo[1,2-a]pyrazin-6-yl)phenyl)carbamate (2.4 g, 7.7 mmol) as yellow solid, yielded 76.2%. 1H NMR (400 MHz, DMSO-d6) delta 9.46 (s, 1H), 9.09 (s, 1H), 9.06 (s, 1H), 8.03 (s, 1H), 7.90 (d, J = 8.8 Hz, 2H), 7.81 (s, 1H), 7.56 (d, J = 8.8 Hz, 2H), 1.47 (s, 9H). LC-MS (ESI) m/z 311 [M + H] +.

The chemical industry reduces the impact on the environment during synthesis 6-Bromoimidazo[1,2-a]pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Cui, Shengyang; Wang, Yongjin; Wang, Yuting; Tang, Xia; Ren, Xiaomei; Zhang, Lei; Xu, Yong; Zhang, Zhang; Zhang, Zhi-Min; Lu, Xiaoyun; Ding, Ke; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 470 – 482;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem