Category: 41110-33-2

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 41110-33-2 as follows. category: Pyrazines

A solution of lithium aluminium hydride (164.0 mL, 0.164 mol, 1.0 M in THF, 0.5 equiv.) was added to a suspension of methyl 5-methylpyrazine-2-carboxylate (50 g, 0.328 mol, 1.0 equiv.) in anhydrous THF (750 mL) at -78 C. (The internal temperature was kept below -72 C during the addition of lithium aluminium hydride). Upon completion of addition, the reaction mixture was left, to stir at -78 C for a further 20 min and was then quenched with glacial AcOH (50.0 mL) at the same temperature. The resulting mixture was warmed to RT and the volatiles were removed by evaporation under pressure. The residue was dissolved in 1.5 N HCl (500 mL) and extracted with DCM (2 x 2 L). The extracts were combined, washed with saturated aqueous sodium hydrogen carbonate solution (2 x 500 mL), (Note: no product observed in HCl or aqueous sodium hydrogen carbonate solution) dried over anhydrous Na2SO4, and concentrated in vacuo, to yield the initial product as a brown oil. The residue was purified by column chromatography (silica gel 60-120 mesh) eluting with a gradient of 10% EtOAc in petroleum ether to provide the title compound as a pale yellow liquid (21.3 g, 53 %). TLC Info: (9.0/1.0 Petroleum ether/EtOAc). 1H NMR (400 MHz, CDCl3) delta 10.14 (s, 1H), 9.07 (d, J = 1.5 Hz, 1H), 8.63 (d, J = 1.4 Hz, 1H), and 2.70 (s, 3H). LCMS (ESI positive ion) m/z: 123 (M+H)+.

According to the analysis of related databases, 41110-33-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Yinhong; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; KREIMAN, Charles; (308 pag.)WO2018/93579; (2018); 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. 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 41110-33-2

A solution of lithium aluminum hydride (164.0 mL, 0.164 mol, 1.0 M in THF, 0.5 equiv.) was added to a suspension of methyl 5-methylpyrazine-2-carboxylate (50 g, 0.328 mol, 1.0 equiv.) in anhydrous THF (750 mL) at -78 C. The internal temperature was kept below -72 C during the addition of lithium aluminum hydride. On completion of addition, the reaction mixture was stirred at -78 C for a further 20 min and then quenched with glacial AcOH (50.0 mL) at the same temperature. The resulting mixture was warmed to RT and the volatiles were removed by evaporation under vacuum. The residue was dissolved in hydrochloric acid (1.5 N, 500 mL) and extracted with DCM (2 x 2 L). The combined organic layers were washed with a saturated aqueous sodium hydrogen carbonate solution (2 x 500 mL), dried over anhydrous Na2SO4, and concentrated in vacuo to yield a brown oil. The intial product was purified by column chromatography (silica gel 60-120 mesh) eluting with a gradient of 10% EtOAc in petroleum ether to provide the title compound as a pale yellow liquid (21.3 g, 53 %). TLC Info: (9.0/1.0 Petroleum ether/EtOAc). 1H NMR (400 MHz, CDCl3) delta 10.14 (s, 1H), 9.07 (d, J = 1.5 Hz, 1H), 8.63 (d, J = 1.4 Hz, 1H), and 2.70 (s, 3H). LCMS-ESI (pos.) m/z: 123 (M+H)+.

According to the analysis of related databases, 41110-33-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; CHENG, Alan C.; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; PATTAROPONG, Vatee; SWAMINATH, Gayathri; KREIMAN, Charles; MOEBIUS, David C.; SHARMA, Ankit; (543 pag.)WO2018/93580; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate, 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 41110-33-2, name: Methyl 5-methylpyrazine-2-carboxylate

A mixture of methyl 5-methylpyrazine-2-carboxylate (3.000 g, 19.7 17 mmol),1 -bromopyrrolidine-2,5-dione (NB S, 3.685 g, 20.703 mmol) and Azobisisobutyronitrile (AIBN, 1.295 g, 7.887 mmol) in carbon tetrachioride (20 mL) prepared at theroom temperature was heated at reflux for 10 hr, and cooled down to the ambient temperature. Then, water was added to the reaction mixture, followed by extraction withethyl acetate. The organic layer was washed with aqueous saturated sodium chloridesolution, dried with anhydrous MgSO4, filtered, and concentrated in vacuo. The residuewas chromatographed (Si02, 40 g cartridge; ethyl acetate / hexane = 0 % to 15 %) togive methyl 5-(bromomethyl)pyrazine-2-carboxylate as gray solid (1.500 g, 32.9 %).

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; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); 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. 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 5-methylpyrazine-2-carboxylate

5-Methyl-pyrazine-2-carboxylic acid methyl ester (1.60 g, 10.5 mmol; Macdonald, S. J. F. et al. J.Med.Chem. 2002, 45(18):3878-3890.), N-bromosuccinimide (5.62 g, 31.6 mmol), and dibenzoyl peroxide (0.255 g, 1.05 mmol) were dissolved in CCl4 (80 mL). The mixture was heated at reflux for 18 h. The reaction mixture was cooled and washed with 10% aq. Na2SO3 (2×20 mL) and H2O (1×30 mL). The organic phase was dried over Na2SO4, filtered, and concentrated to yield a brown oily crude material (2.41 g). The crude product was purified (SiO2: 0-20% ethyl acetate/hexanes) to give the title compound (1.00 g, 31%).

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 41110-33-2.

Reference:
Patent; Carruthers, Nicholas I.; Shah, Chandravadan R.; Swanson, Devin M.; US2005/222151; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 41110-33-2, The chemical industry reduces the impact on the environment during synthesis 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

5-Methylpyrazine-2-carbaldehyde, Example 27.1 (1062) A solution of LAH (164.0 mL, 0.164 mol, 1.0M in THF, 0.5 equivalent.) was added to a suspension of methyl 5-methylpyrazine-2-carboxylate (50 g, 0.328 mol, 1.0 equivalent.) in anhydrous THF (750 mL) at -78 C. The internal temperature was kept below -72 C. during the addition of LAH. On completion of addition, the reaction mixture was left to stir at -78 C. for a further 20 min and then quenched with glacial AcOH (50.0 mL) at the same temperature. The resulting mixture was warmed to RT, and the volatiles were removed by evaporation under vacuum. The residue was dissolved in 1.5 N HCl (500 mL) and extracted with DCM (2×2 L). The organic layers were combined, washed with saturated aqueous sodium hydrogen carbonate solution (2×500 mL), dried over anhydrous Na2SO4, and concentrated in vacuo to yield the product as a brown oil. The material thus obtained was purified by column chromatography (silica gel 60-120 mesh) eluting with a gradient of 10% EtOAc in petroleum ether to provide the title compound as a pale yellow liquid (21.3 g, 53%). TLC Info: (9.0/1.0 Petroleum ether/EtOAc). 1H NMR (400 MHz, CDCl3) delta 10.14 (s, 1H), 9.07 (d, J=1.5 Hz, 1H), 8.63 (d, J=1.4 Hz, 1H), and 2.70 (s, 3H). LCMS (ESI positive ion) m/z: 123 (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, Methyl 5-methylpyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEDLEY, Simon J.; HOUZE, Jonathan; JUDD, Ted C.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YEH, Wen-Chen; (415 pag.)US2017/320860; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 41110-33-2,Some common heterocyclic compound, 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate, molecular formula is C7H8N2O2, 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 13-2 Synthesis of 5-bromomethyl-2-methoxycarbonylpyrazine (Compound IV-3) The compound obtained in Example 13-1 (500 mg) was dissolved in carbontetrachloride (10 ml) and N-bromosuccinimido (585 mg) and azobisisobutylonitrile (54 mg) were added. After stirring for 20 hours over an oil bath at 70C, the reaction mixture was filtered and the filtrate was concentrated. The residue was purified by silica gel column chromatography (14 g, chloroform/ethyl acetate = 2/1) to obtain the title compound (328.7 mg) as pale yellow syrup. MS(EI,Pos.):m/z=229,231[M+1]+ 1H-NMR(500MHz,DMSO-d6):delta=4.06(3H,s),4.62(2H,s),8.83(1H,d, J=1.5Hz),9.26(1H,d,J=1.5Hz).

The synthetic route of 41110-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1273571; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 41110-33-2, 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. 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To the starting material methyl 5-methylpyrazine-2-carboxylate (500 mg 3.3 mmol), THF was added and this was cooled to -78 C, followed by the addition of a 1.0 M methylenechloride solution of DIBAL-H (590 mg 3.6 mmol) and the mixture was stirred for 6 h at-78 C. TLC revealed very little starting material (>5%). The reaction mixture wasremoved from the dry ice bath and was quenched as per Fieser workup. Then 0.14 mLof water was slowly added followed by the addition of ethyl acetate 15 mL, add 0.14 mL15% aqueous sodium hydroxide. Then 0.36 mL water was added, warmed to rt and stirredfor 15 min after addition of Na2SO4 (250 mg). The reaction mixture was filtered over Hyflobed and the bed was washed thoroughly with EtOAc (50 mL). The organic layer wasevaporated under reduced pressure to dryness and purified using silica-gel flashchromatography. The pure product was characterized by NMR. Yield: 78%

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, Methyl 5-methylpyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Balasubramaniam, Sivaraman; Vijayan, Sajith; Goldman, Liam V.; May, Xavier A.; Dodson, Kyra; Adhikari, Sweta; Rivas, Fatima; Watkins, Davita L.; Stoddard, Shana V.; Beilstein Journal of Organic Chemistry; vol. 16; (2020); p. 628 – 637;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 41110-33-2, 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. 41110-33-2 name is Methyl 5-methylpyrazine-2-carboxylate, 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.

[0115j To a solution of methyl 5-methylpyrazine-2-carboxylate (0.5 g, 3.28 mmol) in acetic acid (5 ml) was added bromine (0.i9 ml, 3.6i mmol) at room temperature. The reaction mixture was heated at 80C for 45 mm. The reaction mixture was concentrated to remove acetic acid. The residue was basified with saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was dried and concentrated. The crude was purified by silica gel column chromatography using 20% ethyl acetate in hexane to afford the title compound methyl 5-(bromomethyl)pyrazine-2-carboxylate (0.3 g, 40%) as a brownish liquid. Calculated M+H: 230.97; Found M+H: 231.0.

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

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. 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C7H8N2O2

Synthesis Example 13-2: Synthesis of 5-bromomethyl-2-methoxy carbonyl pyrazine (Compound IV-3) 500 mg of the compound obtained in Synthesis Example 13-1 was dissolved in 10 ml of carbon tetrachloride, and then 585 mg of N-bromosuccinimide and 54 mg of azobisisobutyronitrile were added to the solution. After the solution was stirred in oil bath for 20 hours at 70C, the reaction solution was filtrated, and then the filtrate was then concentrated. The resulting residue was purified by means of silica gel column chromatography (14 g, chloroform/ethyl acetate= 2/1), and 328.7mg of the above-mentioned compound was obtained as light-yellow syrup. MS(EI,Pos.):m/z=229,231[M+1]+ 1H-NMR(500MHz,DMSO-d6): delta=4.06 (3H,s), 4.62 (2H,s), 8.83 (1H,d,J=1. 5Hz), 9.26 (1H,d,J=1.5Hz).

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. 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 41110-33-2

A solution of LAH (164.0 mL, 0.164 mol, 1.0 M in THF, 0.5 equivalents) was added to a suspension of methyl 5-methylpyrazine-2-carboxylate (50 g, 0.328 mol, 1.0 equiv.) in anhydrous THF (750 mL) at -78C. (The internal temperature was kept below -72 C during the addition of LAH). Upon completion of addition, the reaction mixture was left to stir at -78 C for a further 20 min and then quenched with glacial AcOH (50.0 mL) at the same temperature. The resulting mixture was warmed to RT and the volatiles were removed in vacuo. The residue was dissolved in hydrochloric acid (1.5 N, 500 mL) and extracted with DCM (2 x 2 L). The extracts were combined, washed with a saturated aqueous NaHCO3solution (2 x 500 mL), dried over anhydrous Na2SO4, and concentrated in vacuo, to yield the product as a brown oil. The residue was purified by column chromatography (silica gel 60-120 mesh) eluting with a gradient of 10% EtOAc in petroleum ether to provide the title compound as a pale yellow liquid (21.3 g, 53 %). TLC Info: (9.0/1.0 Petroleum ether/EtOAc).1H NMR (400 MHz, CDCl3) delta 10.14 (s, 1H), 9.07 (d, J = 1.5 Hz, 1H), 8.63 (d, J = 1.4 Hz, 1H), and 2.70 (s, 3H). LCMS (ESI positive ion) m/z: 123 (M+H)+.

The synthetic route of 41110-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem