Month: February 2021

Electric Literature of 939412-86-9, 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. 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

(b) (S)-benzyl 2-((3-chloropyrazin-2-yl)methylcarbamoyl)pyrrolidine-1-carboxylate To a solution of (3-chloropyrazin-2-yl)methanamine.HCI (9.57 g, 21.26 mmol, 40% wt) and Z-Pro-OH (5.3 g, 21 .26 mmol) in dichloromethane (250 mL) was added triethylamine (1 1.85 mL, 85 mmol) and the reaction mixture was cooled to 0C. After 15 min stirring at 0C, HATU (8.49 g, 22.33 mmol) was added. The mixture was stirred for 1 hour at 0C and then overnight at room temperature. The mixture was washed with 0.1 M HCI-solution, 5% NaHC03, water and brine, dried over sodium sulfate and concentrated in vacuo. The product was purified using silica gel chromatography (heptane/ethyl acetate = 1/4 v/v%) to give 5 g of (S)-benzyl 2-((3-chloropyrazin-2-yl)methylcarbamoyl)pyrrolidine-1-carboxylate (62.7%).

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, (3-Chloropyrazin-2-yl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MSD OSS B.V.; BARF, Tjeerd A.; JANS, Christiaan, Gerardus, Johannes, Maria; MAN, de Adrianus, Petrus, Antonius; OUBRIE, Arthur A.; RAAIJMAKERS, Hans C.A.; REWINKEL, Johannes, Bernardus, Maria; STERRENBURG, Jan-Gerard; WIJKMANS, Jacobus C.H.M.; WO2013/10868; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

23787-80-6, name is 1-(3-Methylpyrazin-2-yl)ethanone, 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 1-(3-Methylpyrazin-2-yl)ethanone

To a chloroform (7.5 mL) solution of 1-(3-methylpyrazin-2-yl)ethanone (0.50 g), under ice cooling in a nitrogen atmosphere, 2,6-lutidine (0.75 mL) and trimethylsilyl trifluoromethanesulfonate (0.80 mL) were added, and the resultant was stirred for 30 minutes. Then, N-bromosuccinimide (0.73 g) was added thereto, and the resultant was stirred for 1 hour under ice cooling. Water was added to the reaction solution, and the resultant was stirred for 10 minutes, followed by extraction with chloroform. An organic layer was separated using a phase separator, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (OH-type silica gel; hexane/ethyl acetate-gradient elution=95/5?85/15) to obtain the title compound (0.58 g) as a brown solid.1H NMR (600 MHz, CHLOROFORM-d) deltappm 2.87 (3H, s), 4.79 (2H, s), 8.50 (1H, d, J=2.1 Hz), 8.65 (1H, d, J=2.1 Hz)

The synthetic route of 23787-80-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; TAISHO PHARMACEUTICAL CO., LTD.; Tanikawa, Tetsuya; Ushiki, Yasunobu; Ushiyama, Fumihito; Yamaguchi, Toru; Ono, Naoya; Yamamoto, Keiko; Tsuruta, Risa; Tsutsui, Yasuhiro; Fujino, Noritomo; Mori, Ayumu; US2014/155597; (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. 89283-32-9, name is (3-Chloropyrazin-2-yl)methanol, A new synthetic method of this compound is introduced below., Safety of (3-Chloropyrazin-2-yl)methanol

1.44 g of 3-chloro-2-pyrazine methanol, 2 mol% of vanadium nitrate (relative to the substrate 3-chloro-2-pyrazine methanol),Add to the 50mL reaction tube, Add 5mL of acetonitrile,Fill the air ball, close the reaction tube, and raise the temperature to 40 C with stirring.And kept for 10 h, until the reaction is over, and cooled to room temperature.Sampling was analyzed using gas chromatography.The conversion rate of 3-chloro-2-pyrazine methanol is 96.1%.The selectivity of 3-chloro-2-pyrazinecarboxaldehyde is greater than 99%.

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; Dalian University of Technology; Du Zhongtian; Tang Yangyang; Sun Xiaowan; Yue Jiajia; (6 pag.)CN106866508; (2019); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 21948-70-9, name is 2-Methylthiopyrazine, 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 21948-70-9, Product Details of 21948-70-9

General procedure: A magnetically stirred solution of xanthate (2.0 equiv) and pyrazine (1.0 equiv) in 1, 2-dichloroethane (1.0mmol/mL according to the xanthate) was refluxed for 15min under a flow of nitrogen. Then dilauroyl peroxide (DLP) was added portionwise (20mol % according to the xanthate) every hour until total consumption of one substrate. The reaction mixture was then cooled to room temperature and the solvent was evaporated under reduced pressure. Unless otherwise specified, the crude product was purified by flash chromatography on silica gel.

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:
Article; Huang, Qi; Qin, Ling; Zard, Samir Z.; Tetrahedron; vol. 74; 40; (2018); p. 5804 – 5817;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

51171-02-9, name is Methyl 3-Bromo-2-pyrazinecarboxylate, 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. Recommanded Product: Methyl 3-Bromo-2-pyrazinecarboxylate

A solution of 3-bromopyrazine-2-carboxylic acid methyl ester (0.10 g, 0.45 mmol), 2- tritylsulfanylethylamine (0.29 g, 0.90 mmol) and triethylamine (0.06 mL, 0.44 mmol) in acetonitrile (5 mL) was heated to reflux for 18 h under argon. The mixture was concentrated under reduced pressure and purified by column chromatography (3:1 Hex:EtOAc), yielding 0.058 g (28%) of the desired product.

The synthetic route of 51171-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/91506; (2006); A2;,
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 1053656-22-6 as follows. Product Details of 1053656-22-6

To a solution of ethyl 7- (TERT-BUTOXYCARBONYL)- 5, 6,7, 8-tetrahydroimidazo [1, 2- A] PYRAZINE-2-CARBOXYLATE (4.28 g, 14.5 mmol) from Step A in 100 ML of carbon tetrachloride was added N-CHLOROSUCCINIMIDE (2.325 g, 17.4 mmol) and benzoyl peroxide (50 mg, 0.2 mmol) sequentially. The reaction was stirred at reflux for 1 h. The reaction mixture was cooled to 0 C, filtered, and the solid was washed with two 25-ML portions of dichloromethane. The solvent was concentrated in vacuo. Purification by flash chromatography on a BIOTAGE system (silica gel, gradient, 50 % ethyl acetate/hexane to 100 % ethyl acetate) afforded the title compound.

According to the analysis of related databases, 1053656-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); 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

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 14508-49-7 as follows. Computed Properties of C4H3ClN2

General procedure: Tetrakis(Triphenylphosphine)Palladium(0) (1-3% mol) is added to a mixture of 2- Chloropyrazine (1 eq), Aryl/Heteroaryl boronic acid (1 eq) and base (2 eq) suspended into the solvent. The reaction mixture is heated until the reaction is completed, the solvent isremoved under reduced pressure and the residue is partitioned between water and EtOAc (or iN aqueous NaOH and EtOAc); organic layer is separated, dried, concentrated under reduced pressure and the residue is purified by Silica gel flash chromatography using a suitable eluent.

According to the analysis of related databases, 14508-49-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOENKE, Christoph; GIOVANNINI, Riccardo; LESSEL, Uta; ROSENBROCK, Holger; SCHMID, Bernhard; WO2015/55698; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 63744-22-9, 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. 63744-22-9, name is 6,8-Dibromoimidazo[1,2-a]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a stirred suspension of intermediate example 1-1 6,8-dibromo-imidazo[1,2-a]pyrazine (489 g, 1766 mmol) in MeOH (2900 mL) at -20 C. was dropwise added a solution of sodium methan thiolate (225 g, 3214 mmol, 1.8 eq) in 800 mL water. After stirring overnight, the clear solution was poured on 30 L water and the yellowish precipitate was filtered, washed with 3 L water and dried in vaccuo to yield 301 g 6-bromo-8-methylsulfanyl-imidazo[1,2-a]pyrazine (69.8%). 1H-NMR (300 MHz, d6-DMSO): delta=8.64 (1H, s), 8.00 (1H, d), 7.66 (1H, d2.54 (3H, s) ppm.

The synthetic route of 6,8-Dibromoimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Koppitz, Marcus; Klar, Ulrich; Jautelat, Rolf; Kosemund, Dirk; Bohlmann, Rolf; Bader, Benjamin; Lienau, Philip; Siemeister, Gerhard; US2013/267527; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 19847-12-2, 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 19847-12-2 as follows.

General procedure: Sodium metal (23 mg) was dissolved in absolute methanol (20 ml) and was labeled as sodium methoxide solution in methanol. 2-Cyanopyridine (0.210 ml, 2 mmol) was dissolved in absolute methanol (10 ml) and to it was added sodium methoxide solution (0.5 ml) prepared above, the reaction contents were stirred at room temperature for 2 h. 4-(2-Aminoethyl) morpholine (0.26 ml, 2 mmol) was added to the reaction mixture. The reaction contents were heated under reflux for 8 h. Solvent was removed under reduced pressure and to the residue left behind was added diethyl ether, solid so obtained was filtered and washed with diethyl ether to give crude product. This crude product was purified by crystallization from ethyl acetate/methanol to give pure N-(2-morpholin-4-yl-ethyl)-pyridine-2-carboxamidine (3a).

According to the analysis of related databases, 19847-12-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Arya, Surbhi; Kumar, Nikhil; Roy, Partha; Sondhi; European Journal of Medicinal Chemistry; vol. 59; (2013); p. 7 – 14;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem