Tag: M.W=100-200

Synthetic Route of 875781-43-4, The chemical industry reduces the impact on the environment during synthesis 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, I believe this compound will play a more active role in future production and life.

In the reactor by adding 5-bromo-1H-pyrrolo [2,3-b] pyrazine (59.4 mg, 0 . 3mmol), step 5 the material 3-ethynyl-4-methyl-N-(4 – ((3-methyl -3,8-diazabicyclo [3.2.1] octane-8-yl) methyl) – 3 – (trifluoromethyl)-phenyl) benzamide (112 mg, 0 . 3mmol), bistriphenyl phosphorus palladium chloride (22 mg, 0 . 03mmol), three ring hexyl phosphine (16 mg, 0 . 06mmol), cuprous iodide (6 mg, 0 . 03mmol), cesium carbonate (99 mg, 0 . 3mmol), 6 drop N, N-diisopropyl ethylamine, for 80 C reaction under 12h. After the reaction, by adding ethyl acetate and ammonia-water extraction, and with a saturated NaCl solution, anhydrous Na 2 SO 4 drying, filtering, turns on lathe does, column chromatography purification to obtain a target compound.

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-5H-pyrrolo[2,3-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NANJING SHENGHE PHARMACEUTICAL CO., LTD.; WANG, YONG; ZHAO, LIWEN; LIU, YANG; ZHANG, JINGZHONG; WANG, DEZHONG; GAO, YIPING; CHEN, HONGYAN; ZHANG, CANG; ZHANG, DI; (68 pag.)TWI523856; (2016); B;,
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. 59489-71-3, name is 2-Amino-5-bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H4BrN3

Triisopropyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)silane (1.1 g, 2.9 mmol), 5-bromopyrazin-2-amine (507 mg, 2.9 mmol), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (64 mg, 0.087 mmol), 1M sodium carbonate (8.7 mL, 8.7 mmol), and dioxane (10 mL) were heated in a Biotage Emrys Optimizer microwave reactor at 120 C for 10 min. The reaction was extracted with water and ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and concentrated. The resulting residue was purified using silica gel chromatography (0-100% ethyl acetate in hexanes) to give a tan solid (0.8 g, 80% yield).

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 59489-71-3.

Reference:
Article; Mortensen, Deborah S.; Perrin-Ninkovic, Sophie M.; Harris, Roy; Lee, Branden G.S.; Shevlin, Graziella; Hickman, Matt; Khambatta, Gody; Bisonette, Rene R.; Fultz, Kimberly E.; Sankar, Sabita; Bioorganic and Medicinal Chemistry Letters; vol. 21; 22; (2011); p. 6793 – 6799;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4744-50-7, 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. 4744-50-7 name is 2,3-Pyrazinecarboxylic anhydride, 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.

Step 1. In a (200 mL) round bottom flask, add 2,3-pyrazine dicarboxylic anhydride (1.5 g, 0.01 mol). Under protection, add 100 ml of chloroform, heat to 80 C, stir to dissolve; then add 0.2 g of N, N-diisopropylethylamine (DIPEA) and 0.15 g of 4-dimethylaminopyridine (DMAP), and 10 mL of chloroform dissolved in aza-15-crown ether was added dropwise. 5 (2.19 g, 0,01 mol), about 20 minutes. After the dropwise addition, the reaction was held for 8 hours. After the reaction was completed, the solvent was distilled off under reduced pressure. Agent, add 0.1mol / L sulfuric acid to adjust the pH to 5; add petroleum ether to extract three times. Get “competitive” fluoride ion fluorescent probes Precursor compound 3; Yield: 78%. FIG. 7 shows a synthesis route of a precursor fluoride ion fluorescent probe precursor compound in this example.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Pyrazinecarboxylic anhydride, and friends who are interested can also refer to it.

Reference:
Patent; Xihua University; Wang Huizhen; Yong Xi; Ye Maoping; Zhou Min; Li Xin; Du Bomeng; Li Tingting; (18 pag.)CN110590761; (2019); A;,
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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Safety of 5-Methylpyrazine-2-carboxylic acid

100.0 g (0.724 mol) of 5-methylpyrazine-2-carboxylic acid was weighed, added to 200.0 ml of purified water, and 11.5 g (0.035 mol) of sodium tungstate was added. The temperature was raised to 45.0 C, the pH was adjusted to 9.0 with sodium hydroxide, 123.0 g (1.086 mol) of 30% H 2 O 2 was added, and the reaction was stirred for 12 h. Adjust the pH to 2.0 with concentrated hydrochloric acid, then stir to the full solution, cool to 5.0 C, and stir for 3 h. After suction filtration, 105.5 g of acipimox was obtained, the yield was 94.5%, the purity was 99.94%, and the peroxide impurity was 0.006%.

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Ti Wenli; Chu Yanjun; (7 pag.)CN109438369; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 22047-25-2, name is Acetylpyrazine, 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 22047-25-2, Quality Control of Acetylpyrazine

General procedure: To a stirred solution of aldehyde (10mmol) (4-(dimethylamino)benzaldehyde, 4-(1-piperidinyl)benzaldehyde, 4-(4-morpholinyl)benzaldehyde or 4-(diphenylamino)benz-aldehyde) in EtOH (75mL), ketone (20mmol) (2-acetylpyridine, 2-acetylthiazole or 2-acetylpyrazine) was added. Then KOH (1.54g, 27.5mmol) and NH3 (aq) (35mL) were added to the reaction mixture. The solution was stirred at room temperature for 24h. The solid was collected by filtration and washed with H2O. Recrystallization from ethanol (1, 4, 7, 10) or toluene (2, 3, 5, 6, 8, 9, 11, 12) afforded a crystalline solid.

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, Acetylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Palion-Gazda, Joanna; Machura, Barbara; Klemens, Tomasz; Szlapa-Kula, Agata; Krompiec, Stanis?aw; Siwy, Mariola; Janeczek, Henryk; Schab-Balcerzak, Ewa; Grzelak, Justyna; Ma?kowski, Sebastian; Dyes and Pigments; vol. 166; (2019); p. 283 – 300;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 22047-25-2, 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 22047-25-2 as follows.

Weigh 1.982 g (about 0.01 mol) of bis (2-pyridine) ketone, dissolve it in 20 ml of absolute ethanol, put the solution into the flask, stir on a thermostatic heating magnetic stirrer, and weigh 1.221 g (about 0.01 mol) ) 2-Acetylpyrazine was added to the solution, and the reaction was carried out at 50 C under constant temperature and reflux for 3 hours. The solution changed from colorless and transparent to orange-yellow. After the reaction was completed, the solution was filtered, and the filtrate was left to stand to evaporate naturally. Two materials were obtained, one was orange-red rod-like crystals, and the other was massive yellow crystals. The massive yellow crystals were the target product, and the yield was about 86%.

According to the analysis of related databases, 22047-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qilu University of Technology; Tan Xuejie; Liu Shuai; Xing Dianxiang; (8 pag.)CN110606843; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 121246-96-6, 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. 121246-96-6, name is 3-Chloropyrazine-2-carbaldehyde belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of intermediate 3.3 (2.00 g, 10.4 mmol) and 3-chloro-pyrazine-2-carbaldehyde (1 .48 g, 10.4 mmol) in DMF (10.0 mL) and DMSO (5.00 mL) was stirred for 45 min at 100 C in a microwave. 1 ,1 ,1 -Triacetoxy-1 ,1 -dihydro-1 ,2-benziodoxol-3(1 H)-one (4.40 g, 10.4 mmol) was added and the mixture was stirred for 1 h at rt. The mixture was poured into H2O, filtered, washed with H2O and dried to obtain the product.MS (ESI+): (M+H)+279HPLC: RT = 0.41 min, Method F

The synthetic route of 3-Chloropyrazine-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; GERLACH, Kai; EICKMAIER, Christian; SAUER, Achim; JUST, Stefan; CHENARD, Bertrand L.; (86 pag.)WO2019/11802; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 56423-63-3, These common heterocyclic compound, 56423-63-3, name is 2-Bromopyrazine, 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.

General procedure: A solution of diazine derivative (1 equiv, 0.5 mmol) and the appropriate phosphite (1.1 equiv, 0.55 mmol) in acetonitrile (5 mL) is stirred at room temperature during 24 h under irradiation (distance 8-10 cm, 100 W). The solvent is removed under vacuum. GP A: water (5 mL) is added and the solution is extracted with dichloromethane (3×5 mL). Organic phases are dried over magnesium sulfate and the solvent is removed under vacuum. The crude mixture is purified by flash chromatography on silica gel with appropriate eluent. GP B: The crude mixture is purified by flash chromatography on silica gel with appropriate eluent and without aqueous work-up.

The synthetic route of 56423-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Erbland, Guillaume; Ruch, Jonas; Goddard, Jean-Philippe; Tetrahedron; vol. 72; 48; (2016); p. 7826 – 7831;,
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. 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H3ClN2O2

The preparation method is: 0.185 g (ie 1.0 mmol) of 4-phenoxyaniline, 0.158 g (ie 1.0 mmol) of 6-chloropyrazine-2-carboxylic acid and 30 ml of dichloromethane were added to the reaction flask. Then 0.202 g (ie 2.0 mmol) of Et3N was added, followed by 0.287 mg (1.5 mmol) of EDCl, 0.20 g (ie 1.5 mmol) of HOBt, After reacting at 25 C for 2.0 hours, the reaction was completed by TLC, and the reaction was completed. The reaction solution was washed twice with water and once with saturated brine. The organic phase is dried over anhydrous sodium sulfate and de-solued to give a crude product. Recrystallization of ethanol gave a white solid, m.p (melting point): 160-162 C, yield: 83.0%

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 23688-89-3.

Reference:
Patent; Shanghai Kaiai Network Technology Co., Ltd.; Xu Liyong; (8 pag.)CN108892646; (2018); A;,
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. 122-05-4, name is Pyrazine-2,5-dicarboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 122-05-4

A suspension of pyrazine-2,5-dicarboxylic acid 1 (5 g, 29.7 mmol) and HCl (1.25 M in MeOH, 50 mL, 62.5 mmol) was stirred at 60 C. for 20 h, after which the reaction was complete. The reaction mixture was concentrated on a rotary evaporator. The crude product was suspended in saturated NaHCO3, extracted with 10% MeOH in dichloromethane (DCM, 3*150 mL). The combined organic extracts were dried with Na2SO4, filtered and concentrated to yield dimethyl pyrazine-2,5-dicarboxylate (4.37 g, 22.28 mmol, 74.9% yield). LCMS ESI: calculated for C8H8N2O4=197.0 (M+H+), found 197.0 (M+H+).

According to the analysis of related databases, 122-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; POUDEL, Yam B.; He, Liqi; Gangwar, Sanjeev; Posy, Shoshana L.; Sivaprakasam, Prasanna; (38 pag.)US2019/55245; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem