Research on new synthetic routes about 2-Chloro-5-methylpyrazine

According to the analysis of related databases, 59303-10-5, the application of this compound in the production field has become more and more popular.

Related Products of 59303-10-5, 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 59303-10-5 as follows.

A mixture of 2-chloro-5-methylpyrazine (300 mg, 1.6 mmol), (R)-tert-butyl 3-aminopyrrolidine-l- carboxylate (206 mg, 1.6 mmol), BINAP (199 mg, 0.3 mmol), Pd2(dba)3 (73 mg, 0.08 mmol) and t- BuONa (307 mg, 3.2 mmol) in toluene (10 mL) was stirred at 80C under N2 for 3 hours. The mixture was cooled to RT and concentrated. The residue was purified by reverse phase chromatography to afford (R)-tert-butyl 3-((5-methylpyrazin-2-yl)amino)pyrrolidine-l-carboxylate (240 mg, 54%) as yellow oil. [M+H] Calc?d for Ci4H22N402, 279.1; Found, 279.1.

According to the analysis of related databases, 59303-10-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KINNATE BIOPHARMA INC.; KANOUNI, Toufike; ARNOLD, Lee D.; KALDOR, Stephen W.; MURPHY, Eric A.; TYHONAS, John; (0 pag.)WO2020/6497; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Extended knowledge of 59303-10-5

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-Chloro-5-methylpyrazine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 59303-10-5, name is 2-Chloro-5-methylpyrazine, 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 59303-10-5, Safety of 2-Chloro-5-methylpyrazine

To a solution of rac- I -((2S,3R,4R)-4-amino-2-ethyl-3-methyl-6-morpholino-3,4-dihydroqu inolin1(2H)-yl)ethanone (for a preparation see Intermediate 73, 50 mg, 0.158 mmol) in 1,4-dioxane (1.5 ml) was added tris(dibenzylideneacetone)dipalladium(0) (28.8 mg, 0.032 mmol), Davephos (12.40mg, 0.032 mmol), sodium tert-butoxide (30.3 mg, 0.315 mmol) and 2-chloro-5-methylpyrazine (40.5 mg, 0.315 mmol). The reaction mixture was heated under microwave conditions, using initial normal absorption setting, to 120 C for 30 mm. The sample was diluted with ethyl acetate (5 mL) and loaded onto a celite cartridge (2.5 g). The cartridge was washed with further ethyl acetate (2×10 mL), and the combined fractions dried under a stream of nitrogen. The sample was dissolved in DMSO(2×1 mL) and purified by MDAP (HpH). The solvent was blown down under a stream of nitrogen to give the required product (14 mg) as a yellow gum. LCMS (2 mm HpH): Rt = 0.87 mi [MH] = 410.

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-Chloro-5-methylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Discovery of 59303-10-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 59303-10-5, its application will become more common.

Some common heterocyclic compound, 59303-10-5, name is 2-Chloro-5-methylpyrazine, molecular formula is C5H5ClN2, 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. Application In Synthesis of 2-Chloro-5-methylpyrazine

A pressure tube was charged with benzophenone hydrazine (1.07 g, 5.4 mmol), 2-chloro-5-methylpyrazine (500 mg, 3.9 mmol), sodium tert-butoxide (523 mg, 5.4 mmol), JohnPhos (34.8 mg, 0.12 mmol), Pd2(dba)3 (35.6 mg, 0.04 mmol) and degassed toluene (6 mL). The suspension was degassed further with N2 and sealed. The reaction was heated at 90 oC for 5 h. The reaction was allowed to cool to room temperature and was quenched with water (20 mL). The reaction was neutralized with 1M HCl(aq). The mixture was extracted with EtOAc (3 x 20 mL). The combined organic extracts were washed with brine (40 mL), dried (Na2SO4), filtered and concentrated. The crude product was purified by Biotage Isolera chromatography (silica gel, eluting with 0-16% EtOAc in heptane) to give 950 mg (85% yield) of the title compound as a white solid.1H NMR (500 MHz, CDCl3) d 8.81 (d, J = 1.1 Hz, 1H), 8.02 (s, 1H), 7.85 (s, 1H), 7.62- 7.55 (m, 4H), 7.54- 7.50 (m, 1H), 7.38- 7.33 (m, 4H), 7.33- 7.30 (m, 1H), 2.46 (s, 3H). LCMS (Analytical Method D) Rt= 1.30 min, MS (ESIpos): m/z= 288.90 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 59303-10-5, its application will become more common.

Reference:
Patent; BLACKTHORN THERAPEUTICS, INC.; JONES, Robert M.; BRANDT, Gary; (506 pag.)WO2020/97609; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Extracurricular laboratory: Synthetic route of 2-Chloro-5-methylpyrazine

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

Application of 59303-10-5, 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. 59303-10-5, name is 2-Chloro-5-methylpyrazine, This compound has unique chemical properties. The synthetic route is as follows.

To a microwave vial was added (S)-tert-butyl 4-((rac-2S,3R,4R)-1-acetyl-4-amino-2-cyclopropyl-3- methyl-I ,2,3,4-tetrahydroq uinolin-6-yl)-2-methylpiperazine- I -carboxylate (for a preparation see Intermediate 179, 37.7 mg, 0.085 mmol) in 1,4-dioxane (2.5 mL). To this was added 2-chloro-5-methylpyrazine (21.90 mg, 0.170 mmol), Pd2(dba)3 (15.60 mg, 0.017 mmol), sodium tert-butoxide (24.56 mg, 0.256 mmol) and DavePhos (13.41 mg, 0.034 mmol). The vessel was sealed and heated on a microwave heater at 120 C for 40 mm. The reaction mixture was filtered over a 2.5 g celite cartridge, washed through with ethyl acetate and concentrated in vacuo. The residue was dissolved in MeOH:DMSO (1:1, 1 mL) and purified by MDAP (Formic). The solvent was evaporated in vacuo to give the required product (5.7 mg, 12.5%). LCMS No data.

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

Brief introduction of 2-Chloro-5-methylpyrazine

According to the analysis of related databases, 59303-10-5, the application of this compound in the production field has become more and more popular.

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 59303-10-5 as follows. Computed Properties of C5H5ClN2

Example 38(S)-5-(1 -Methanesulfonyl-1 ,2,3,6-tetrahvdro-pyridin-4-yl)-2-methyl-2-ri -(5- trifluoromethyl-pyrazin-2-yl)-piperidin-4-yl1-2,3-dihvdro-furo[2,3-clpyridineThe title compound is prepared from (S)-5-(1 -methanesulfonyl-1 ,2,3,6-tetrahydro- pyridin-4-yl)-2-methyl-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine (Intermediate 41 ; the configuration of the stereocenter is arbitrarily assigned) and 2-chloro-5- (trifluoromethyl)pyrazine in dimethylsulfoxide at 100C in the presence of potassium carbonate. LC (method 4): tR = 1 .06 min; Mass spectrum (EST): m/z = 524 [M+H]+.

According to the analysis of related databases, 59303-10-5, the application of this compound in the production field has become more and more popular.

Introduction of a new synthetic route about 2-Chloro-5-methylpyrazine

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.

Adding a certain compound to certain chemical reactions, such as: 59303-10-5, name is 2-Chloro-5-methylpyrazine, 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 59303-10-5, Recommanded Product: 59303-10-5

PREPARATION EXAMPLE 2: N-rri -(5-methoxypyrazin-2-vncvclopropyllmethyll-2- (trifluoromethyl)benzamide (compound A.26)Step 1 : 2-(bromomethyl)-5-chloro-pyrazine5.0 g of 2-chloro-5-methyl-pyrazine, 6.9 g of N-bromosuccinimide and 0.33 g of 2,2′- azobis(2-methylpropionitrile) were suspended in 67 ml of chlorobenzene. The yellow mixture was heated to 130C and stirred for 4 hours. Then the mixture was cooled to ambient temperature, diluted with ethyl acetate and an aqueous solution of sodium thiosulfate was added. After extraction the phases were separated, the organic layer was washed with brine, dried over anhydrous sodium sulphate and evaporated. The residue was purified by flash chromatography on silica gel with cyclohexane/ethyl acetate (2:1 ) as eluent. Thus, 5.52 g of 2-(bromomethyl)-5-chloro-pyrazine was obtained as a brown oil. 1H-NMR (CDCI3): 8.57 ppm (s, 1 H), 8.49 ppm (s, 1 H), 4.54 ppm (s, 2H).

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; SYNGENTA PARTICIPATIONS AG; LOISELEUR, Olivier; PITTERNA, Thomas; O’SULLIVAN, Anthony, Cornelius; LUKSCH, Torsten; WO2013/64518; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Extracurricular laboratory: Synthetic route of 2-Chloro-5-methylpyrazine

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.

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. 59303-10-5, name is 2-Chloro-5-methylpyrazine, A new synthetic method of this compound is introduced below., Product Details of 59303-10-5

The 2-chloro-5-methylpyrazine (0.053 mL, 0.613 mmol), rac-l -((2S,3R,4R)-4-amino-2-cyclopropyl-6-(3,6-dihydro-2H-pyran-4-yl)-3-methyl-3,4-dihyd roquinolin- I (2H)-yl)ethanone (for a preparation seeIntermediate 78, 100 mg, 0.306 mmol), Pd2(dba)3 (42.1 mg, 0.046 mmol), sodium tert-butoxide (88mg, 0.919 mmol) and DavePhos (12.06 mg, 0.031 mmol) were suspended in 1,4-dioxane (10 mL)and allowed to stir at 100 C for 3 h. The reaction was allowed to cool and was partitioned between water and EtOAc, the organic layer was washed with brine, dried using a hydrophobic frit and concentrated to a gum. This gum was purified by column chromatography on silica gel eluting with 0- 50% EtOAc:cyclohexane and then 0-10% MeOH:DCM, to give a crude gum. This gum was furtherpurified using a MDAP (Formic) to give a white solid, this solid was eluted through a NH2 SPE (2 g) with MeOH the eluent was concentrated and dried to give the product (46 mg, 0.110 mmol, 35.9%) as an off-white solid. LCMS (2 mm Formic): Rt = 0.93 mi [MH] = 419.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Introduction of a new synthetic route about 59303-10-5

The synthetic route of 59303-10-5 has been constantly updated, and we look forward to future research findings.

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. 59303-10-5, name is 2-Chloro-5-methylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Chloro-5-methylpyrazine

Example 8l-((2S,4R)-6-(l-(2-methoxyethyl)-lH-pyrazol-4-yl)-2-methyl-4-((5- methylpyrazin-2-yl)amino)-3, -dihydroquinolin-l(2H)-yl)ethanonel-((2S,4R)-4-Amino-6-(l-(2-methoxyethyl)-lH-pyrazol-4-yl)-2-methyl-3,4- dihydroquinolin-l(2H)-yl)ethanone (for a preparation see Intermediate 7) (150mg, 0.457 mmol), 2-chloro-5-methylpyrazine (147mg, 1.142 mmol), Davephos (71.9mg, 0.183 mmol), Pd2(dba)3 (84mg, 0.091 mmol) and sodium tert-butoxide (132mg, 1.370 mmol) were combined in 1,4-dioxane (4ml) and the mixture heated at 120C for 25min (microwave). The reaction mixture was partitioned between water (75ml) and DCM (3x 75ml). The organics were combined, dried (hydrophobic frit) and evaporated under vacuum. The resulting brown oil was dissolved in DMSO (3x 1ml) and purified by MDAP (formate x3). The solvent was evaporated under vacuum to give l-((2S,4R)-6-(l-(2-methoxyethyl)-lH-pyrazol-4-yl)-2- methyl-4-((5-methylpyrazin-2-yl)amino)-3,4-dihydroquinolin-l(2H)-yl)ethanone (91mg, 0.216 mmol, 47 % yield) as a yellow glass. LCMS (formate), Rt 0.75min, MH+ 421.

The synthetic route of 59303-10-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; AMANS, Dominique; DEMONT, Emmanuel, Hubert; JONES, Katherine, Louise; SEAL, Jonathan, Thomas; WALKER, Ann, Louise; WO2012/150234; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Simple exploration of 59303-10-5

The synthetic route of 59303-10-5 has been constantly updated, and we look forward to future research findings.

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. 59303-10-5, name is 2-Chloro-5-methylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 59303-10-5

A microwave vial was charged with tert-butyl 4-((2S ,3R,4R)- I -acetyl-4-amino-2,3-dimethyl- 1,2,3,4-tetrahydroquinolin-6-yl)piperazine- I -carboxylate (for a preparation see Intermediate 213, 69 mg,0.151 mmol) in 1,4-dioxane (2 mL) followed by 2-chloro-5-methylpyrazine (37 mg, 0.288 mmol),then sodium tert-butoxide (27 mg, 0.281 mmol), DavePhos (12 mg, 0.030 mmol), and Pd2(dba)3 (26 mg, 0.028 mmol). The reaction mixture was heated to 100 C for 45 mm using a microwave reactor, then diluted with EtOAc and filtered through a pad of celite. The celite pad was washed with EtOAc (10 mL) and the filtrate concentrated under reduced pressure. The residue was purified by MDAP(Formic). The desired fractions were combined and evaporated in vacuo to afford the desired product

The synthetic route of 59303-10-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The important role of 59303-10-5

According to the analysis of related databases, 59303-10-5, the application of this compound in the production field has become more and more popular.

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 59303-10-5 as follows. COA of Formula: C5H5ClN2

A mixture of 5-(4-methanesulfonyl-phenyl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine (50 mg), 2-chloro-5-methylpyrazine (30 mg), and cesium carbonate (91 mg) in dimethylsulfoxide (1 mL) is heated to 150 C. in a microwave oven. After cooling to room temperature the reaction mixture is diluted with water and extracted with ethyl acetate. The combined extracts are washed with brine, dried over MgSO4, and concentrated in vacuo. The residue is chromatographed on silica gel (ethyl acetate/methanol 98:2?97:3). The crude product is triturated with a small amount of methanol and the precipitate is filtered off, washed with diethyl ether, and dried to give the title compound. LC (method 5): tR=1.08 min; Mass spectrum (ESI+): m/z=451 [M+H]+.

According to the analysis of related databases, 59303-10-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; US2013/18030; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem