Category: 117719-17-2

Application of 117719-17-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 117719-17-2 name is 5-Bromo-3-morpholinopyrazin-2-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of 5-bromo-3-morpholinopyrazin-2-amine (0.200 g, 0.772 mmol) in DME (1.5 mL), 2-chlorocyclopentanone (0.1 6 mL, 1.158 mmol) was added. The mixture was heated at 120 C for 16 h, until the reactants were consumed as determined by LCMS analysis. The reaction mixtures were diluted with DCM (100 ml_) mixed, washed with saturated aqueous solution of NaHC03, brine, dried over Na2S04 and concentrated in vacuo. The dark residue was purified by biotage (cyclohex/EtOAc 1 :1) to obtain 30 mg of desired compound I-04 as a white solid, which was used in next reaction step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-3-morpholinopyrazin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONC&Oacgr;LOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ ARISTEGUI, Sonsoles; GONZALES CANTALAPIEDRA, Esther; HERNANDEZ HIGUERAS, Ana Isabel; VARELA BUSTO, Carmen; WO2011/36461; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, 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 5-Bromo-3-morpholinopyrazin-2-amine

Preparation of Intermediate I-35. Intermediate I-02 (2 g, 7.72 mmol) and methyl 4-chloroacetoacetate (3.56 mL, 30.88 mmol) were heated in two sealed tubes (half of material in each tube) at 90 C. for 2 h. Volatiles were removed under reduced pressure and the residue was purified by flash chromatography on silica gel (c-Hex/EtAOAc 10:0 to 6:4) to obtain a solid that was washed with diethyl ether to render the desired product I-35 (1.17 g, Y: 49%).

The synthetic route of 117719-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Centro Nacional De Investigaciones Oncologicas (CNIO); US2012/83492; (2012); A1;,
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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 117719-17-2

A mixture of intermediate 1-02 (360 mg, 1.35 mmol), indazole-4-boronic acid hydrochloride (600 mg, 2.97mmol), K2C03 (2 mE of saturated solution), PdC12(dppf). DCM (112 mg, 0.135 mmol) in DME (5 mE) was heatedunder microwave irradiation for 10 mm at 130 C. Thereaction mixture was filtered through a celite pad, washingwith DCM. The filtrate was dried over Na2SO4 and concentrated. The crude was purified by flash column chromatography (Isolute Si 1110 g cartridge) eluting with a gradient ofDCMJMeOH (from 100% to 90:10) to yield 250 mg of theintermediate 1-03 pure (Y: 62%).

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 117719-17-2.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); Serrano Marugan, Manuel; Pastor Fernandez, Joaquin; Martinez Gonzalez, Sonia; Ortega Molina, Ana; Bischoff, James R.; Oyarzabal Santamarina, Julen; (220 pag.)US9993554; (2018); B2;,
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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-3-morpholinopyrazin-2-amine

5-bromo-3-morpholin-4-yl-pyrazin-2-ylamine (300 mg, 1 eq) was suspended in EtOH (3 mL) and 2,3-dibromo-n-methylmaleimide (31 1 mg, 1 eq) was added. The reaction mixture was heated under microwave irradiation at 120 C for 4 h. On cooling, the mixture was filtered to give a yellow solid (50 mg,) which was heated at 150 C for 5 min under open air. On cooling, the mixture was purified by automated chromatography (Biotage, eluent: 2% to 10% MeOH in DCM) to obtain the expected product I-20 (22 mg) as a yellow solid.

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; CENTRO NACIONAL DE INVESTIGACIONES ONC&Oacgr;LOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ ARISTEGUI, Sonsoles; GONZALES CANTALAPIEDRA, Esther; HERNANDEZ HIGUERAS, Ana Isabel; VARELA BUSTO, Carmen; WO2011/36461; (2011); A1;,
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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., category: Pyrazines

Preparation of Intermediate I-70 To a solution of Intermediate I-02 (150 mg, 0.58 mmol) in Toluene (6.8 mL), 2-chloro-1,1-dimethoxypropane (0.758 mL, 5.8 mmol) and p-toluensulfonic acid (18 mg, 0.09 mmol) were added. The reaction mixture was refluxed for 24 h and additional amounts of 2-chloro-1,1-dimethoxypropane (10 eq) and p-toluensulfonic acid (0.16 eq) were added. The reaction mixture was refluxed for 15 h and the solvent was removed. The residue was purified by column chromatography (Isolute 10 g; AcOEt-cyclohexane 0:100 to 50:50) to give the Intermediate I-70 (55 mg, 32%) as a beige solid.

According to the analysis of related databases, 117719-17-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Centro Nacional De Investigaciones Oncologicas (CNIO); US2012/83492; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, 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 117719-17-2, Recommanded Product: 117719-17-2

Compound 10 (6.5 g, 25.086 mmol, 1.0 equiv) and ethyl bromopyruvate (3.462 mL, 27.595 mmol, 1.1 equiv) were mixed in the minimum amount of dimethoxyethane (DME). The mixture was refluxed for 20 h. The solvent was evaporated and the residue was purified by automated chromatography (Biotage, EtOAc in cyclohexane, 5-10%) to yield 3.086 g of compound 11 (35% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-3-morpholinopyrazin-2-amine, and friends who are interested can also refer to it.

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 117719-17-2 as follows. SDS of cas: 117719-17-2

A mixture of 5-bromo-3-morpholin-4-yl-pyrazin-2-ylamine (1.4 g, 4.1 mmol) and 2- bromo-5,5-dimethylcyclohexane-1 ,3-dione (0.9 g, 6.1 mmol; intermediate I-09) in DME (4 mL) was heated at 120 C for 16 h. The reaction mixture was cooled to rt, diluted with DCM (20 mL), washed with aqueous saturated NaHC03 (2 x 30 mL), brine (20 mL), dried over Na2S04 and concentrated in vauco. The dark crude was purified by Biotage flash column chromatography, eluting with a solvent system of EtOAc/cyclohexane (from 20% to 75% on EtOAc), yielding the required product, intermediate I-08, as a pale yellow solid (430 mg, 22%).

According to the analysis of related databases, 117719-17-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONC&Oacgr;LOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ ARISTEGUI, Sonsoles; GONZALES CANTALAPIEDRA, Esther; HERNANDEZ HIGUERAS, Ana Isabel; VARELA BUSTO, Carmen; WO2011/36461; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 117719-17-2, 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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

Preparation of Intermediate I-03. A mixture of intermediate I-02 (360 mg, 1.35 mmol), indazole-4-boronic acid hydrochloride (600 mg, 2.97 mmol), K2CO3 (2 mL of saturated solution), PdCl2(dppf).DCM (112 mg, 0.135 mmol) in DME (5 mL) was heated under microwave irradiation for 10 min at 130 C. The reaction mixture was filtered through a celite pad, washing with DCM. The filtrate was dried over Na2SO4 and concentrated. The crude was purified by flash column chromatography (Isolute Si II 10 g cartridge) eluting with a gradient of DCM/MeOH (from 100% to 90:10) to yield 250 mg of the intermediate I-03 pure (Y: 62%).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-3-morpholinopyrazin-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Centro Nacional De Investigaciones Oncologicas (CNIO); US2012/83492; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 117719-17-2, 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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

5-bromo-3-morpholin-4-yl-pyrazin-2-ylamine (100 mg, 1 eq) was suspended in DME (1 mL) and 1-(4-methoxybenzyl)-4-chloropiperidine-2,3-dione, 1-11 , (125 mg, 1.2 eq) was added. The reaction mixture was heated in a sealed tube at 90C for 17 h. On cooling, the mixture was purified by automated chromatography (Biotage, eluent: 30% to 60% EtOAc in Cyclohexane) to give the expected product 1-10 (150 mg, 60% yield) which was used in next reaction step without further purification, as a brown solid.

The synthetic route of 5-Bromo-3-morpholinopyrazin-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONC&Oacgr;LOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ ARISTEGUI, Sonsoles; GONZALES CANTALAPIEDRA, Esther; HERNANDEZ HIGUERAS, Ana Isabel; VARELA BUSTO, Carmen; WO2011/36461; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, 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 117719-17-2, name: 5-Bromo-3-morpholinopyrazin-2-amine

Three batches of 5-bromo-3-morpholin-4-yl-pyrazin-2-ylamine (I-02, 2 g, 7.7 mmol), ethyl-3-bromo-4-oxo-piperidine-1-carboxylate (2.4 g, 10 mmol) and small amount of DME (~ 0.3 mL) were heated in parallel at 120 C for 4 h, until the reactants were consumed as determined by LCMS analysis. The three reaction mixtures were mixed and diluted with DCM (100 mL), washed with saturated aqueous solution of NaHC03 (2 x 200 mL) and brine (250 mL), dried over Na2S04 and concentrated in vacuo rendering a dark residue. The black residue was purified in two portions by Biotage flash column chromatography (cartridge 40M) eluting with a solvent system of EtOAc/cyclohexane (30%-75% of EtOAc), yielding the required intermediate I-03 (2 g, 21%) as cream solid

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; CENTRO NACIONAL DE INVESTIGACIONES ONC&Oacgr;LOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ ARISTEGUI, Sonsoles; GONZALES CANTALAPIEDRA, Esther; HERNANDEZ HIGUERAS, Ana Isabel; VARELA BUSTO, Carmen; WO2011/36461; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem