Author: Jessica.F

Reference of 54608-52-5, 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. 54608-52-5, name is 2-Hydrazinopyrazine, This compound has unique chemical properties. The synthetic route is as follows.

Step 1:; To a suspension of hydrazinopyrazine (400 mg, 3.57 mmol) in 50 ml Toluene was added 2(4-fluorphenyl)-1-(pyridin-4y1)ethanone (770 mg, 3.57 mmol) (J. Med Chem. 2003, 46, 4702) and p-toluenesulfonic acid (50 mg). The reaction mixture was refluxed with azeotropic removal of water. After 16 h, the reaction mixture was concentrated in vacuo to give the crude pyrazinylhydrazone (1.35 g) which was used in the next step without further purification.

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

Reference:
Patent; Bayer CropScience AG; EP2338890; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 144692-85-3, name is 2,3-Dichlorofuro[3,4-b]pyrazine-5,7-dione, 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 144692-85-3, Safety of 2,3-Dichlorofuro[3,4-b]pyrazine-5,7-dione

Under nitrogen, 25ml single neck flask was added 2,3-dichloro-o-pyrazine dicarboxylic anhydride 145 (2.8mmol), cyclohexylamine hydrochloride (4.8mmol), or n-butylamine hydrochloride (4.8mmol), and 5ml of acetic anhydride, the reaction at 120 1.5h, TLC showed the reaction was complete, the reaction was poured into water, solid precipitated, suction filtration, the solid was separated by column chromatography to give a white product.2,3-dichloro-6-cyclohexyl–5H- pyrrolo [3,4-b] pyrazine -5,7 (6H) – dione 146a, yield 67%.

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, 2,3-Dichlorofuro[3,4-b]pyrazine-5,7-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Capital Normal University; Liao, Yi; Zhu, Rui; Tong, Linlin; Guo, Zhangbin; (14 pag.)CN105669704; (2016); A;,
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 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

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. 5049-61-6, name is Pyrazin-2-amine, A new synthetic method of this compound is introduced below., Quality Control of Pyrazin-2-amine

2-Aminopyrazine (0.50 g, 5.26 mmol) was dissolved in THF (50 mL), and N-chlorosuccinimide (1.62 g, 12.1 mmol) was added to the solution with stirring. The mixture was refluxed at 100 C for 10 h. After cooling, solvent was evaporated. The residue was directly purified by column chromatography. Finally, the obtained product was washed with pentane/diethyl ether (5:1) to 2-Amino-3,5-dichloropyrazine 1b (492 mg, 57%) as a slightly yellow solid. 1H NMR (200 MHz, CDCl3) delta 7.99 (s, 1H), 5.10 (br, 2H)

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:
Article; Kwak, Se Hun; Lee, Gee-Hyung; Gong, Young-Dae; Bulletin of the Korean Chemical Society; vol. 33; 12; (2012); p. 4271 – 4274;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 19847-12-2, 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. 19847-12-2, name is Pyrazinecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 53; C-Pyrazin-2-yl-methylamine; In a Parr bottle, charge pyrazine-2-carbonitrile (1 g) in absolute ethanol (10mol). Add 10% Pd-C (w/w, 0.4g) and place on a Parr Hydrogenation Apparatus under 50 psig hydrogen at ambient temperature for sixteen hours. Filter the mixture through a pad of Celite. Purify material on SCX column. Use crude basic material in next step without further purification.

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/66126; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 14508-49-7,Some common heterocyclic compound, 14508-49-7, name is 2-Chloropyrazine, molecular formula is C4H3ClN2, 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.

General procedure: In a Schlenk tube, a mixture of the required amount of catalyst, plus the aryl chloride (1.0 mmol), aryl boronic acid (1.5 mmol) and the selected base (2.0 mmol) in water was evacuated and charged with nitrogen. The reaction mixture was heated at 100C for 12 h. After cooling, the mixture was extracted with CH2Cl2 and the extract was evaporated. The resulting residue was purified by flash chromatography on silica gel using a mixture of CH2Cl2/ethyl acetate (5/1) as eluent. The known products 5, 6a [17,18], 6b [22], 6c [23], 6e [24], 6g [19], 6h [25] and 7a [26] were characterized by comparison of data with those in the literature. The products 6d, 6f and 7b-h were new compounds and characterized by elemental analysis, MS, 1H and 13C NMR.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloropyrazine, its application will become more common.

Reference:
Article; Han, Xin; Li, Hong-Mei; Xu, Chen; Xiao, Zhi-Qiang; Wang, Zhi-Qiang; Fu, Wei-Jun; Hao, Xin-Qi; Song, Mao-Ping; Transition Metal Chemistry; vol. 41; 4; (2016); p. 403 – 411;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, 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 939412-86-9, name: (3-Chloropyrazin-2-yl)methanamine hydrochloride

To a solution of 1-methyl-4,5,6,7-tetrahydro-1H-indazole-4-carboxylic acid (6 g, 33 mmol) and (3-chloropyrazin-2-yl)methanamine hydrochloride (6 g, 33 mmol) in 200 mL of DCM was added TEA (9 g, 88 mmol) dropwise. The resulting mixture was stirred at room temperature for 5 mins, and then HATU (12.5 g, 33 mmol) was added to the solution in portions at 0 C. The mixture was stirred at room temperature for 2 hours. Water was added, the DCM layers was separated, and washed with brine, dried over Na2SO4. The solvent was removed and the residue was purified by column chromatography on silica gel (PE/THF = 5/1 v/v%) to afford N-((3-chloropyrazin-2- yl)methyl)-1-methyl-4,5,6,7-tetrahydro-1H-indazole-4-carboxamide (1.5 g, 15 %). MS-ESI (m/z): 306 (M+1) + (Acq Method: 10-80AB_2min_220&254.1cm; Rt: 0.93 min)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3-Chloropyrazin-2-yl)methanamine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald, M.; LIU, Jian; LIU, Shilan; YANG, Chundao; ZHENG, Shuling; WO2014/116504; (2014); 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. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., Formula: C5H6N2

(E)-2-[2-(Pyrazin-2-yl)vinyl)benzamide hydrochloride n-Butyl lithium (2.5 M in hexanes, 4.8 mL, 12.0 mmol, 1.2 eq.) was added dropwise to a solution of diisopropylamine (1.83 mL, 1.32 g, 13.0 mmol, 1.3 eq.) in dry tetrahydrofuran (25 mL) at -78¡ã C. The mixture was stirred at -78¡ã C. for 10 min and 2-methylpyrazine (0.91 mL, 0.94 g, 10.0 mmol, 1.0 eq.) was added dropwise. The resulting mixture was stirred at -78¡ã C. for 30 min. A solution of 2-cyanobenzaldehyde (1.31 g, 10.0 mmol, 1.0 eq.) in dry THF (10 mL) was added dropwise and the mixture was allowed to slowly warm up to room temperature over 2 h while stirring. The reaction was quenched by addition of water (20 mL). The pH was adjusted to ?10 by careful addition of conc. HCl and the mixture was extracted with dichloromethane (3*25 mL). The combined organic extracts were washed with brine (25 mL), dried over sodium sulfate and evaporated in vacuo. The crude product was purified by column chromatography (SiO2, 1:9 methanol-ethyl acetate) providing 2-(1-hydroxy-2-(pyrazin-2-yl)ethyl)benzamide (1.06 g, 44percent yield) as a clear yellow oil.

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; UNIVERSITY COLLEGE DUBLIN – NATIONAL UNIVERSITY OF IRELAND, DUBLIN; THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH; KENNEDY, Breandan; REYNOLDS, Alison; O’SULLIVAN, Jacintha; BAXTER, Andrew Douglas; (44 pag.)US2016/326122; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 36070-80-1,Some common heterocyclic compound, 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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.

To a solution of 5-chloropyrazine-2-carboxylic acid (3 g, 18.9 mmol) in dichloromethane (60 mL) was added oxalyl dichloride (2.52 g, 1.7 mL, 19.9 mmol) dropwise at 0C. Then to the mixture was added 2 drops of DMF and the mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was concentrated in vacuo to give 5- chloropyrazine-2-carbonyl chloride (3.4 g, 100%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloropyrazine-2-carboxylic acid, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Song; LIANG, Chungen; LIU, Yongfu; SHEN, Hong; TAN, Xuefei; WU, Jun; CHEN, Dongdong; LI, Chao; WANG, Li; (156 pag.)WO2020/53249; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 19847-12-2, These common heterocyclic compound, 19847-12-2, name is Pyrazinecarbonitrile, 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.

The synthesis of 2-aminomethylpyrazine (2-AMPZ) was synthesized according to the method described below with reference to the method described in the literature (Japanese Patent Laid-Open No. 2001-894594). 2-cyanopyrazine is 1.05 g (10 mmol) of 2-cyanopyrazine using Aldrich reagent and 100 mg of 60 wt% Ni / SiO2 was charged into a SUS316 autoclave together with 20 mL of toluene and purged with argon gas.This was pressurized to 50 atm with hydrogen gas and stirred at 140 C. for 4 hours.The reaction solution was filtered and concentrated to quantitatively obtain 2-aminomethylpyrazine (2-AMPZ).

The synthetic route of 19847-12-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kanto Chemical Co., Inc.; Hokkaido University; Katayama, Takeaki; Tsutsumi, Kunihiko; Murata, Kunihiko; Ohkuma, Takeshi; Arai, Noriyoshi; (35 pag.)JP2019/11367; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem