Category: 889447-19-2

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. 889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]pyrazine, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H4ClN3

2-Chloro-5H-pyrrolo[2,3-b]pyrazine (80 mg, 1.82 mmol) was dissolved in 2-methyltetrahydrofuran (10 mL), and NIS (451 mg, 2.00 mmol) was added thereto. The resulting reaction solution was allowed to react at room temperature overnight.The reaction was quenched by the addition of saturated sodium thiosulfate (50 mL).The aqueous phase was extracted with ethyl acetate (50 mL X 2).The combined organic phases were washed with brine (80 mL).Dry over anhydrous sodium sulfate, filter, and dilute the solvent under reduced pressure.The residue was purified by silica gel column chromatography(petroleum ether/ethyl acetate (nu/nu) = 20/1-4/1),The title compound was obtained as a yellow solid ( 456 g, 89%).

The synthetic route of 889447-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Wang Yejun; Yi Kai; Lei Yibo; Zhang Yingjun; S ·geerdeman; Yan Huan; Nie Biao; Xu Juan; Chen Jianping; Chen Yunfu; Zhang Weihong; Cheng Lijun; Ye Weiliang; (197 pag.)CN110117285; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 889447-19-2,Some common heterocyclic compound, 889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]pyrazine, molecular formula is C6H4ClN3, 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 1M solution of iodine chloride in dichloromethane (4ml, 4mmol) was added dropwise to an ice-cold solution of 2-chloro-5H-pyrrolo[2,3-&]pyrazine (4) in N-methylpyrrolidone (residual from previous step) and pyridine (5ml). The reaction mixture was stirred for 60 minutes at O0C and then was concentrated in vacuo. The residue was purified by flash chromatography, using as eluent pentane/EtOAc 0% to 50%, to give the title compound (820 mg, 75% over two steps). 1Eta NMR (DMSO-d6) 8.2 (lEta,s), 8.4 (IH, s). MS(ES+): 280

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5H-pyrrolo[2,3-b]pyrazine, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/58074; (2006); 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. 889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]pyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Chloro-5H-pyrrolo[2,3-b]pyrazine

To a stirred solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine, 3a, (1.54 g, 0.01 mol) in DMF (38 mL) was N-bromsuccinimide (1.78 g, 10.00 mmol). The mixture was stirred at room temperature for 1.5h until the reaction was complete. The mixture was poured into EtOAc and the organic layer was washed with several portions of brine. The organic layer was dried (MgS04), filtered and concentrated in vacuo. The resulting solid was triturated with Et20 to afford 1.88 g of the desired product (80% yield): XH NMR (400 MHz, d6- DMSO) delta 12.82 (s, 1H), 8.44 (d, J = 21.1 Hz, 1H), 8.25 (d, J = 2.5 Hz, 1H) ppm; LCMS Gradient 10-90%, 0.1% formic acid, 5 min, C18/ACN, RT = 2.59 min (M+H) 231.97.

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.

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. 889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H4ClN3

A mixture of 2-chloro-5i7-pyrrolo[2,3-/>]pyrazine (200.0 mg, 1.3 mmol, CAS 889447-19-2), (quinolin-5-yl)boronic acid (674.0 mg, 3.9 mmol, CAS 355386-94- 6), CU(OAC)2 (472.0 mg, 2.6 mmol) and TEA (722 pL, 5.2 mmol) in DCM (6 mL) was stirred at 40 C for 12 hours under 02 atmosphere. The reaction mixture was filtered and concentrated. The residue was purified by silica gel column (elution: petroleum ether : ethyl acetate = 100 : 0 ~ 2 : 1) to give 5-{2-chloro-57-pyrrolo[2,3-b]pyrazin-5-yl}quinoline (265.0 mg, 0.9 mmol, 73% yield) as an off-white solid. LC-MS (ESI+) m/z: 280.9 (M +H)+.

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 889447-19-2.

889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]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. name: 2-Chloro-5H-pyrrolo[2,3-b]pyrazine

To a solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine (80 mg, 1.82 mmol) in2-methyltetrahydrofuran (10 mL) was added NIS (451 mg, 2.00 mmol), and the reaction mixturewas stirred at rt overnight. Saturated aqueous sodium thiosulfate (50 mL) was added to quenchthe reaction, and the resulting mixture was partitioned. The aqueous layer was extracted withEtOAc (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL),dried over anhydrous Na2S04, filtered, and the filtrate was concentrated in vacuo. The residuewas purified by silica gel chromatograph (PE/EtOAc (v/v) = 20/1-4/1) to give the title compoundas a yellow solid ( 456 mg, 89 % ).MS (ESI, pos. ion) m/z: 280.00 [M+Ht;1H NMR (600 MHz, DMSO-d6) 8 (ppm): 12.81 (s, lH), 8.36 (s, lH), 8.21 (d, J = 2.7 Hz, lH).

The synthetic route of 889447-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
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 889447-19-2 as follows. Product Details of 889447-19-2

To stirred solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine, 3a, (0.50 g, 3.26 mmol) in 2-MeTHF (28 mL) was added N-iodosuccinimide (0.73 g, 3.26 mmol). The solution was stirred at room temperature overnight. The mixture was partitioned between water and 2- MeTHF. The combined organic layer was dried ( a2S04), filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatography (0-100% EtOAc/Hexanes gradient) followed by trituration with CH2CI2 to afford the desired product: XH NMR (400 MHz, /6-DMSO) delta 12.81 (s, 1H), 8.36 (s, 1H), 8.21 (s, 1H) ppm; LCMS Gradient 10-90%, 0.1% formic acid, 5 min, C18/ACN, RT = 2.72 min (M+H) 279.96.

According to the analysis of related databases, 889447-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARIFSON, Paul, S.; LEDEBOER, Mark, W.; CLARK, Michael, P.; BOYD, Michael, J.; GAO, Huai; LEDFORD, Brian; MALTAIS, Francois; PEROLA, Emanuele; WO2013/184985; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 889447-19-2, These common heterocyclic compound, 889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]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.

Example 33A 2-chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazine A 1 M solution of iodine monochloride in dichloromethane (9.84 mL, 9.84 mmol) was added dropwise to an ice-cold solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine (6.75 g, 11.07 mmol) in anhydrous pyridine (12 mL). The reaction mixture was stirred at 0 C. for 60 minutes, then concentrated. The residue was partitioned between ethyl acetate and brine. The organic phase was washed with brine and concentrated. The crude product was stirred with 15 mL of dichloromethane. The yellow solid material was collected by filtration, washed with dichloromethane and dried to give 2.86 g of the title product. Yield: 66%. MS (DCI+) m/z 280 (M+H)+.

Statistics shows that 2-Chloro-5H-pyrrolo[2,3-b]pyrazine is playing an increasingly important role. we look forward to future research findings about 889447-19-2.

Reference:
Patent; ABBOTT LABORATORIES; US2011/15172; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 889447-19-2, 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. 889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine (423 mg, 3.09 mmol) in2-methyltetrahydrofuran (10 mL) was added NIS (787 mg,3.39 mmol), and the reaction mixturewas stirred at rt overnight. Saturated aqueous sodium thiosulfate (50 mL) was added to quenchthe reaction, and the resulting mixture was partitioned. The aqueous layer was extracted withEtOAc (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL),dried over anhydrous Na2S04, filtered, and the filtrate was concentrated in vacuo. The residuewas purified by silica gel chromatograph (PE/EtOAc (v/v) = 2011-4/1) to give the title compoundas a white solid (814 mg, 100 %).MS (ESI,neg.ion) m/z: 262.1 [M-Hr.

The synthetic route of 2-Chloro-5H-pyrrolo[2,3-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem