Category: 57948-41-1

Related Products of 57948-41-1, These common heterocyclic compound, 57948-41-1, name is 3-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.

3-Bromoimidazo[1 ,2-a]pyrazine (1.66 g, 7.13 mmol, Intermediate 2), sodium carbonate (3.78 g, 35.6 mmol) and phenylboronic acid (1.043 g, 8.55 mmol) were dissolved in 1 ,2-dimethoxyethane (DME) (40 ml) and water (20 ml). Bis(triphenylphosphine)palladium (II) chloride (0.250 g, 0.356 mmol) was added and the biphasic solution heated at 80 0C for 16 h. The aqueous phase was extracted with ethyl acetate (3 x 100ml) and the combined extracts washed with saturated sodium bicarbonate solution (100 ml), water (100 ml), brine (100 ml) and dried by passing through a hydromatrix cartridge (Varian). The filtrate was concentrated in vacuo to afford a crude oil (2.44g). The crude product was purified by flash chromatography (Biotage SP4, 40+M, eluting with a 0-100% gradient of ethylacetate in hexane) – (the product elutes in 100% ethyl acetate), to afford 3- phenylimidazo[1 ,2-a]pyrazine (1.22 g, 6.25 mmol, 88 % yield). LC/MS [M+H]+ = 196, retention time = 1.63 minutes (5 minute method).

Statistics shows that 3-Bromoimidazo[1,2-a]pyrazine is playing an increasingly important role. we look forward to future research findings about 57948-41-1.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALL, Ian David; WALTER, Daryl Simon; WO2010/125101; (2010); 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. 57948-41-1, name is 3-Bromoimidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C6H4BrN3

A mixture of 3-bromoimidazo[1,2-alpha]pyrazine (150 mg, 0.76 mmol), potassium phosphate (321 mg, 1.51 mmol) and 3′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile (3 ml of a 0.5M solution in N,N-dimethylacetamide) were degassed with N2 for 15 min. Tetrakis(triphenylphosphine)palladium(0) (44 mg, 0.04 mmol) was added and the mixture heated at 80 C. for 18 h. The reaction was allowed to cool to room temperature, diluted with water (20 ml) and saturated sodium hydrogencarbonate solution (20 ml) then extracted with ethyl acetate (2*75 ml). The combined organic fractions were washed with brine (40 ml), dried over anhydrous sodium sulfate and evaporated to give a black oil. The oil was purified by silica gel chromatography eluding with dichloromethane and 1% 0.88 ammonia on a gradient of methanol (1-2%). The solid obtained was triturated with diethyl ether which gave 3′- (imidazo[1,2-alpha]pyrazin-3-yl)biphenyl-2-carbonitrile (83 mg, 37%) as a white powder: deltaH (400 MHz, CDCl3) 7.52 (1H, td, J 8 and 1), 7.58 (1H, dd, J 8 and 1), 7.61-7.74 (4H, m), 7.80-7.85 (2H, m), 7.94-7.97 (2H, m), 8.55 (1H, d), 9.18 (1H, s).

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; Goodacre, Simon Charles; Hallett, David James; Street, Leslie Joseph; US2004/19057; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

57948-41-1, name is 3-Bromoimidazo[1,2-a]pyrazine, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 3-Bromoimidazo[1,2-a]pyrazine

3-Bromoimidazo[1,2-a]pyrazine (610 mg, 3.08 mmol) was dissolved in dry N,N-dimethylformamide(2mL),Trimethylsilylacetylene (0.68 mL, 6.16 mmol) was added under argonAnd N,N-diisopropylethylamine (1 mL, 6.16 mmol),Thereafter, tetrakistriphenylphosphine palladium (356 mg, 10 mol%) and cuprous iodide (117 mg, 20 mmol%) were added.This mixture was heated to 60 C and allowed to react overnight.After the reaction was completed, the mixture was cooled to EtOAc.To this was added tetra-n-butylammonium fluoride trihydrate (1.262 g, 4 mmol), and the mixture was reacted at room temperature for 1 h.After adding water, ethyl acetate extraction, drying the organic phase with anhydrous sodium sulfate, filtering, and evaporation of solvent.The residue was purified by silica gel column chromatography to give a yellow solid,151mg

The synthetic route of 57948-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Pharmaceutical Group Co., Ltd.; Wan Huixin; Li Chunli; Shi Chen; Liu Haiyan; Li Ping; Shen Jingkang; (50 pag.)CN104341425; (2018); B;,
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. 57948-41-1, name is 3-Bromoimidazo[1,2-a]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H4BrN3

A round bottom flask was charged with 12a (250 mg, 0.86 mg), 3-bromoimidazo[1,2-a]pyrazine (255 mg, 1.29 mmol), Pd(PPh3)2Cl2 (30 mg, 0.043 mmol), CuI (16 mg, 0.086 mmol). 80 mL dry DMF and DIPEA (333 mg, 2.58 mmol) were added to the flask and the solution was degassed with argon for 5 min. The solution was stirred under argon atmosphere at 80 C for 18 h. The reaction solution was filtered through Celite and the solvent was removed by rotary evaporation to get crude mixture. The crude mixture was purified with silica gel column chromatography (MeOH/DCM, v/v = 1/100) to provide Mthyl 3-(imidazo[1,2-a]pyrazin-3-ylethynyl)-2-methylbenzoate (160 mg, 0.55 mmol) as light yellow solid, yielded 64%. 1H NMR (400 MHz, DMSO-d6) delta 9.20 (s, 1H), 8.81 (dd, J1 = 4.4 Hz, J2 = 1.2 Hz), 8.23 (s, 1H), 8.12 (d, J = 4.4 Hz), 8.06 (s, 1H), 7.85 (s, 1H), 7.82 (s, 1H). LC-MS (ESI) m/z 292 [M + H] +.

The synthetic route of 57948-41-1 has been constantly updated, and we look forward to future research findings.

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

57948-41-1, 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 57948-41-1 as follows.

A solution of bromo compound (70 mg, 0.353 mmol, 1 equiv), Pd(PPh3)2Cl2 (10 mol%), Cul (5 mol%) and Triphenylphosphine (10.5 mg, 0.04 mmol, 10 mol%) in triethylamine (1.5 mL, 10.78 mmol, 30.5 equiv) was deoxygenated using argon gas. A deoxygenated solution of alkyne (170 mg, 0.424 mmol, 1.2 equiv) in DMF (4 mL) was slowly added over 10 minutes. The reaction was then moved to 50 C and allowed to run for 15 hrs. The reaction was the cooled to room temperature, diluted with ethyl acetate (150 mL) and washed with water (5 x 50 mL) and brine (1 x 50 mL). Combined organic layers were dried over anhydrous sodium sulphate, concentrated in vacuo and purified via column chromatography. Yield: 71.9 mg, 39.2 % [0191] 1H NMR (500 MHz, DMSO-7,) d 10.85 (s, 1H), 9.21 (d, 7 = 1.5 Hz, 1H), 9.11 (dd, J = 18.4, 2.1 Hz, 2H), 8.88 (dd, J = 4.5, 1.5 Hz, 1H), 8.69 (d, J = 2.2 Hz, 1H), 8.28 (s, 1H), 8.21 (d, J = 2.2 Hz, 1H), 8.14 (d, J = 4.5 Hz, 1H), 8.05 (dd, 7 = 8.4, 2.2 Hz, 1H), 7.72 (d, J = 8.5 Hz, 1H), 3.57 (s, 3H), 2.48 – 2.28 (m, 8H), 2.23 (s, 3H). 13C NMR (126 MHz, DMSO-7,) d 163.9, 154.1, 148.9, 143.7, 140.9, 140.4, (0226) 138.3, 137.9, 132.9, 131.8, 131.3, 130.3, 128.0, 127.8, 125.8, 124.0, 123.6, 119.9, 118.8, 117.8, 108.9, 96.7, 79.8, 57.8, 54.9, 52.7, 45.7, 40.5, 40.3, 40.1, 40.0, 39.8, 39.6, 39.5.

According to the analysis of related databases, 3-Bromoimidazo[1,2-a]pyrazine, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; SINTIM, Herman O.; LAROCQUE, Elizabeth; NAGANNA, N; (98 pag.)WO2020/53812; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

57948-41-1, A common compound: 57948-41-1, name is 3-Bromoimidazo[1,2-a]pyrazine, belongs to Pyrazines compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

3-((Trimethylsilyl)ethynyl)imidazofl,2-aJpyrazine: A mixture of 3 -bromoimidazo[ 1,2-alpyrazine (0.15 g, 0,76 mmol; prepared according to J. Bradac, el al. .1 Org. Chem. (1977), 42,4197 -4201), 0.09 g (0.91 mmol) of ethynyltrimethylsilane, 0.044 g (0.038 mmol) of Pd(PPh3)4,0.014 g (0.076 rnmol) of Cul, and 0.26 mL (1.52 mmol) of diisopropylethylamine in 3.8 mL ofDMF was heated at 50C overnight under an atmosphere of N2. Upon cooling to ambienttemperature, the reaction mixture was concentrated and the crude product was purified by silicagel flash chromatography (eluted with 50% EtOAc/hexanes) to provide 0.15 g of product: 216m/z (M+H).

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

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; GOZGIT, Joseph, M.; RIVERA, Victor, M.; SHAKESPEARE, William, C.; ZHU, Xiaotian; DALGARNO, David, C.; WO2013/162727; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem