Month: May 2021

Related Products of 43029-20-5,Some common heterocyclic compound, 43029-20-5, name is 3-Amino-6-methylpyrazin-2(1H)-one, molecular formula is C5H7N3O, 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 H1 3-Amino-1,6-dimethylpyrazin-2-one (Compound 7.02) 8.87 g of dimethyl sulfate are added dropwise to a mixture of 8.13 g of 3-amino-6-methylpyrazin-2-one and 72 ml of 1N sodium hydroxide solution at room temperature. After the mixture has been stirred at 20-25 C. for 15 hours, the precipitate is filtered off, the filtrate is concentrated to one quarter of the volume and the concentrate is extracted with ethyl acetate. 1.7 g of 3-amino-1,6-dimethylpyrazin-2-one with a melting point of 217-219 C. are obtained by washing with saturated sodium chloride solution, drying with sodium sulfate and concentrating the organic phase.

The synthetic route of 43029-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4940482; (1990); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 2881-85-8, name is 3-Phenyl-2-pyrazinecarboxylic acid, molecular formula is C11H8N2O2, 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. Product Details of 2881-85-8

General procedure: To a round-bottom flask was added acid (8.0 mmol, 1.0 equiv.), methoxyamine hydrochloride (12 mmol, 1.5 equiv.), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI, 12 mmol, 1.5 equiv), the mixture was well stirred in dry CH2Cl2 (24 mL), then N,N-dimethylpyridin-4-amine (DMAP, 24 mmol, 3.0 equiv) was added, the reaction was allowed to stir for overnight. Then the reaction was quenched with water and extracted with EtOAc. The organic layer was combined and dried over anhydrous sodium sulfate. After filtration and concentration, the residue was applied to a flash column chromatography to give 1.58 g of d in 71% yield as 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 2881-85-8, its application will become more common.

Reference:
Article; Hu, Chunfang; Zhang, Zhiguo; Gao, Wenjing; Zhang, Guisheng; Liu, Tongxin; Liu, Qingfeng; Tetrahedron; vol. 74; 6; (2018); p. 665 – 671;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 33332-30-8, 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. 33332-30-8, name is 2-Chloro-6-methoxypyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2-chloro-6-methoxypyrazine (0.50 g, 3.46 mmol), bis(pinacolato)diboron (0.966 g, 3.80 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.095 g, 0.10 mmol), tricyclohexyl phosphine (0.116 g, 0.42 mmol) and potassium acetate (0.509 g, 5.19 mmol) in 1,2-dimethoxyethane (10 mL) was run for 3 h at 150 C. in a microwave oven under argon atmosphere. The reaction mixture was partitioned between water and diethyl ether and the organic phases were pooled, dried over magnesium sulfate, filtered and concentrated to give 1.15 g (quantative yield) of the crude title compound which was used in the next reaction step without further purification. MS (CI) m/z 237.

The synthetic route of 2-Chloro-6-methoxypyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; Astex Therapeutics Ltd.; US2007/299087; (2007); 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. 21943-13-5, name is 5-Bromo-3-chloropyrazin-2-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-3-chloropyrazin-2-amine

A solution of 55 (9.00 g, 43.2 mmol) in concentrated sulfuric acid (35 mL) was added dropwise at 0 C to a solution of sodium nitrite (3.52 g, 51.0 mmol) in concentrated sulfuric acid (20 mL). The solution was heated at 40 C for 1 h, then cooled to rt and poured onto crushed ice (400 mL). The mixture was extracted with ethyl acetate (200 mL). The extract was dried, filtered and concentrated to give 56 (6.13 g, 68%) as a brown solid. Mp 175-177 C; numax/cm-1 3019 (ArH), 1653 (C=O); deltaH (500 MHz; CD3OD) 7.72 (1H, s, 6-H); deltaC (125 MHz; CDCl3) 114.2, 127.6, 146.4, 154.0; LC-MS (6 min) m/z 213, 211, 209 (MH+); HPLC tR 2.54 min purity >99%; HRMS (found: MH+ m/z 208.9113; requires 208.9112).

The synthetic route of 21943-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728,16;; ; Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 89-01-0, The chemical industry reduces the impact on the environment during synthesis 89-01-0, name is Pyrazine-2,3-dicarboxylic acid, I believe this compound will play a more active role in future production and life.

EXAMPLE 1 Preparation of 3-(5-chloropyrid -2-yl) carbamoyl-pyrazine 2 carboxylic acid In a clean, dry 500 ml R. B. flask charged acetic anhydride (162 gms) and pyrazine- 2,3, dicarboxylic acid (50 gms). The reaction mass was heated to 100-120 C. up to completion of reaction. After completion of reaction, the excess acetic anhydride was distilled under vacuum. Charged methylene dichloride (350 ml) to the above reaction mass followed by 2-amino-5- chloropyridine (40 gms) in a lot wise manner at room temperature in 30 min. The reaction mass was stirred at room temperature for 2 hrs; cooled the reaction mixture to 5-10 C. for 1 hr. The reaction mixture was filtered and washed with chilled methylene dichloride to obtain 3-(5-chloropyrid -2-yl) carbamoyl-pyrazine-2-carboxylic acid. Yield=82 gms. EXAMPLE 2; Preparation of 6-(5-chloropyrid-2-yl) 5,7-dioxo-5,6-dihydropyrrolo [3,4-b]-pyrazine; In a clean 500 ml R. B.flask charged pyrazine-2,3-dicaroxylic acid (50 gms) and acetic anhydride (162 gms). The reaction mass was heated to 110-120 C. till the completion of reaction to get pyrazine-2,3-dicarboxylic acid anhydride. After completion of the reaction, excess acetic anhydride distilled out under vacuum and furthermore charged methylene dichloride (315 ml) and 2-amino-5-chloropyridine (40 gms) in a lot wise manner at room temperature in 30 min. Further, reaction mixture was stirred for 2 hours at room temperature. The reaction mass was cooled to 5 to 10 C. for one hour, filtered the product and washed with chilled methylene dichloride. The solid was charged with methylene dichloride (235 ml), triethylamine (40.9 ml) at temp. 0-5 C. followed by ethyl chloroformate (28.1 ml). The reaction mass was stirred at 0-5 C. for 1 hr, added water (200 ml) to the reaction mixture and stirred the mass at room temperature for 1 hr to obtain the solids. The title compound thus separated was isolated by filtration.Yield=65 gms.The HPLC purity of this above product was above 99%.

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, Pyrazine-2,3-dicarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sawant, Shrikant Dattatraya; Naik, Anil Mahadev; Kavishwar, Girish Arvind; Kavishwar, Smita Girish; US2008/146800; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 1057216-55-3, name is 2-Chloro-5-iodopyrazine, 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. Safety of 2-Chloro-5-iodopyrazine

Into a 250 ml round bottom flask, was placed isopropanol (150 ml). To the mixture was added XV-C-86 (5 g, 0.02 mol). To the mixture was added CuI (0.2 g, 1 mmol). To the mixture were added ethylene glycol (2.0 g, 0.03 mol), anhydrous potassium phosphate (6.5 g)and piperazine (1.3 g, 0.02 mol). The resulting solution was stirred, for 14 h while the temperature was maintained at 80-85 C. The resulting solution was concentrated in vacuo. To the residue was added 40 mL water and then extracted four times with 200 mL CH2Cl2. The organic layers were combined and dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography. The collected fractions were combined and concentrated in vacuo to afford XV-D-86.

The synthetic route of 2-Chloro-5-iodopyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1057216-55-3, The chemical industry reduces the impact on the environment during synthesis 1057216-55-3, name is 2-Chloro-5-iodopyrazine, I believe this compound will play a more active role in future production and life.

To a well stirred solution of 2-chloro-5-iodopyrazine (600 mg, 2.5 mmol), 3-fluorophenyl- acetylene (315 mg, 303 mu, 2.62 mmol, 1.05 equiv.) in 7 ml of THF were added under argon atmosphere bis(triphenylphosphine)-palladium(II)dichloride (175 mg, 0.250 mmol, 0.02 equiv.), copper(I) iodide (23.8 mg, 0.125 mmol, 0.01 equiv.) and triethylamine (556 mg, 761 ul, 5.49 mmol, 2.2 equiv.). The mixture was stirred for 2 hours at room temperature. The crude mixture was filtered, adsorbed on silicagel and purified by flash chromatography over a 50 g silicagel column using a heptane to 25% ethyl acetate in heptane gradient. The title compound (450 mg, 78% yield) was obtained as a crystalline light-yellow solid, MS: m/e = 233.1, 235.0 (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, 2-Chloro-5-iodopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GREEN, Luke; GUBA, Wolfgang; JAESCHKE, Georg; JOLIDON, Synese; LINDEMANN, Lothar; RICCI, Antonio; RUEHER, Daniel; STADLER, Heinz; VIEIRA, Eric; WO2011/128279; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 165894-09-7, name is 7-Benzyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine, 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. Product Details of 165894-09-7

7-Benzyl-5,6,7,8-tetrahydroimidazo[1 ,5-a]pyrazine (4.89 g, 22.9 mmol) was dissolved in absolute ethanol (200 mL) and 10% palladium on carbon (4.88 g) was added to the solution. The mixture was placed under 1 bar of a hydrogen atmosphere and stirred vigorously overnight. Then it was filtered through celite rinsing with ethanol, concentrated and coevaporated with dichloromethane. The title compound was obtained as off-white oil (2.52 g).1H NMR (ODd3) 6 7.42 (s, 1H), 6.77 (s, 1H), 4.07 (s, 2H), 3.99 (t, J = 5.6 Hz, 2H),3.22 (t, J = 5.6 Hz, 2H), 1.76 (br s, 1 H). LC/MS m/z 124 [M+H].

The synthetic route of 7-Benzyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE S.A.; DIAZ-FERNANDEZ, Jose Luis; ALMANSA-ROSALES, Carmen; NIECZYPOR, Piotr; WO2015/91795; (2015); 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. 2882-21-5, name is 2-Methoxy-6-methylpyrazine, A new synthetic method of this compound is introduced below., SDS of cas: 2882-21-5

To a solution of 2-methoxy-6-methylpyrazine (21.3 g, 171.6 mmol) in AcOH (150 mL) was added NaB02-H202-3H20 (31.7 g, 205.9 mmol). The mixture was stirred at 80C for 16 hours. The mixture was cocentrated in vacuo and diluted with 2 M aq. NaOH (300 mL). The mixture was extracted with EtOAc (200 mL chi 4). The organic layer was washed with brine (100 mL), dried over Na2SC>4 and concentrated in vacuo to give 3-methoxy-5-methylpyrazine 1-oxide (14.4 g, 60% yield).

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; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2018/78042; (2018); 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. 356783-14-7, name is Methyl 3,6-dichloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C6H4Cl2N2O2

REFERENTIAL EXAMPLE II-2 In 10 mL of methanol was dissolved 2.0 g of methyl 3,6-dichloro-2-pyrazinecarboxylate. Then, 10.2 mL of 1 mol/L aqueous solution of sodium hydroxide was added at an ice-cooled temperature and stirred at room temperature for one hour. The reaction mixture was poured into a mixture of 200 mL of ethyl acetate and 200 mL of water, and the organic layer was separated. The organic layer was washed successively with 50 mL of water and 50 mL of saturated aqueous solution of sodium chloride and dried on anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was washed with hexane to obtain 1.6 g of 3,6-dichloro-2-pyrazinecarboxylic acid as a white-colored solid product. R (KBr) cm-1: 1718 H-NMR (DMSO-d6) delta: 2.50(1H,s), 8.84(1H,s)

The synthetic route of 356783-14-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Toyama Chemical Co., Ltd.; US2003/130213; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem