Tag: M.W=200-300

Synthetic Route of 40262-73-5, 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. 40262-73-5, name is 6-(4-Morpholinyl)pyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

(b) To a suspension of 2.50 g of 6-(4-morpholinyl) pyrazine-2-carboxylic acid in 50 ml of tetrahydrofuran, 3.60 ml of triethylamine and 1.60 ml of pivaloyl chloride were added dropwise successively at 0 C. under stirring. After stirring for 1 hour at 0 C., 1.12 g of 5-amino-1H-tetrazole was added to the mixture, and the reaction mixture was stirred for 1 hour at room temperature, and then refluxed for 12 hours. The reaction mixture was evaporated, and water was added to the residue. The precipitate was collected by filtration, and recrystallized from a mixture of dimethylsulfoxide and methanol affording 1.74 g of the desired compound as yellow needles. The obtained crystal was consistent with that of (a).

The chemical industry reduces the impact on the environment during synthesis 6-(4-Morpholinyl)pyrazine-2-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hokuriku Pharmaceutical Co., Ltd.; US4792547; (1988); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 446286-90-4, 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. 446286-90-4, name is 2-Bromo-5-(piperazin-1-yl)pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2-bromo-5-(piperazin-1-yl)pyrazine (458 mg, 1.88 mmol), 2-iodopropane (479 mg, 2.82 mmol) and K2C03 (518 mg, 3.76 mmol) in MeCN (10 mL) was stirred at 60 C overnight. Concentrated and purified by silica gel column (MeOH/EA = 1:10) to give the titleproduct (388 mg, yield 72%). MS (ES+) C11H17BrN4 requires: 284, found: 285[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-Bromo-5-(piperazin-1-yl)pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BROOIJMANS, Natasja; BRUBAKER, Jason, D.; FLEMING, Paul, E.; HODOUS, Brian, L.; KIM, Joseph, L.; WAETZIG, Josh; WILLIAMS, Brett; WILSON, Douglas; WILSON, Kevin, J.; (347 pag.)WO2017/181117; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1007128-70-2, 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. 1007128-70-2, name is 5,8-Dibromopyrido[3,4-b]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

In a 100 mL round bottom flask, under nitrogen, 5,8-Dibromo-pyrido[3,4-b]pyrazine (500.0 mg; 1.731 mmol) was dissolved in anhydrous methanol (50.0 ml). A 0.5M solution of sodium methoxide (5.2 ml; 2.596 mmol) in methanol was added to the beige solution. The beige suspension was heated to 60 C and the tan solution was stirred at 60 C for 30 min. The tan solution was cooled to room temperature, quenched with water (10 mL) and concentrated under reduced pressure. The residue was suspended in water (50 mL). The beige suspension was stirred at room temperature for 30 min. The beige solid was filtered, washed with water and dried under vacuo to obtain 331 mg of an beige solid as the title compound (331.0 mg; 79.7 %). MS:240 [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, 5,8-Dibromopyrido[3,4-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; SHERER, Brian; LAN, Ruoxi; BRUGGER, Nadia; CHEN, Xiaoling; TOURE, Momar; CLEARY, Esther; DESELM, Lizbeth Celeste; WANG, Yanping; (397 pag.)WO2020/25517; (2020); 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

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

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, 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

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

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

Some common heterocyclic compound, 59021-15-7, name is 3-Iodo-2,5-dimethylpyrazine, molecular formula is C6H7IN2, 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. name: 3-Iodo-2,5-dimethylpyrazine

To a solution of 3,6-dimethyl2-iodopyrazine (see J. Org. Chem. 1961, 26, 1907; 1.00 g, 4.27 mmol), in diethyl ether (13 mL) was added n-butyllithium (2.6 M in hexane, 1.64 mL, 4.27 mmol) dropwise at -35 C. After being stirred at same temperature for 10 min, the reaction mixture was poured into dry ice. The mixture was extracted with 4N aqueous sodium hydroxide, and then the aqueous layer was acidified with cone. Hydrochloric acid. The mixture was extracted with chloroform, and the organic layer was dried over sodium sulfate, filtrated and concentrated in vacuo The crude was triturated with diethyl ether to give 3,6-dimethylpyrazine-2-carboxylate. MS (ESI): w/z l51 (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 59021-15-7, its application will become more common.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; KAWANISHI, Eiji; HONGU, Mitsuya; TANAKA, Yoshihito; WO2011/105628; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem