Tag: M.W=100-200

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., HPLC of Formula: C4H4BrN3

5-Bromopyrazin-2-amine (0.11g, 0.63 mmol) was dissolved in NaOMe/MeOH (0.23g Na metal in 10 ml_ MeOH) and heated by microwave irradiation at 14O0C for 7 hours. After evaporation of the solvent, the residue was purified by preparative TLC, eluting with 30% ethyl acetate – n-hexane, to give 5-methoxypyrazin-2-amine (25 mg, 32%).1H NMR (500 MHz, MeOD) delta 7.64 (1H, s), 7.58 (1H, s), 3.85 (3H, s). LCMS (3) Rt 1.75 min; m/z (ESI+) 126 (MH+).

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:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/44162; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6164-79-0, name is Methyl 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 2-pyrazinecarboxylate

d Pyrazine-2-hydrazide To a solution of the product from Example 1 step c) (22 g, 159 mmol) in methanol (250 ml) was slowly added hydrazine monhydrate (36.6 ml, 710 mmol). The reaction mixture was stirred for 1.5 h. The precipitate produced was filtered, washed with diethyl ether and dried in the oven at 80 C. to give the required product (30 g). 1H NMR (250 MHz, DMSO) delta 4.66 (2H, broad peak), 8.66 (1H, m), 8.84 (1H, d, J=2.5 Hz), 9.13 (1H, d, J=2.5 Hz), 10.15 (1H, broad peak); MS (ES+) m/e 139 [MH+].

The synthetic route of 6164-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Ltd.; US6297235; (2001); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 33332-29-5,Some common heterocyclic compound, 33332-29-5, name is 2-Amino-5-chloropyrazine, molecular formula is C4H4ClN3, 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 48 (20 g, 0.157 mol) in DMF was added NIS (69.2 g, 0.31 mol) at 20C under N2. The reaction solution was heated to 75C and stirred for 16 h. TLC (PE: EtOAc =3:1 ) showed the reaction was completed. The reaction solution was extracted with EtOAc (200 ml. x 3) from water (300 ml_). The organic phase was washed with a.q. Na2S203 (300 ml.) and brine (300 ml_). Dried over Na2S04, filtered and purified by silica gel chromatography (gradient EtOAc : PE = from 1 :10 to 1 : 1 ) to give 49 (20 g, 50%). (0661) 1 H NMR 49 CDCIs Varian 400MHz: delta 4.83 – 5.23 (m, 2 H) 7.82 – 8.01 (m, 1 H).

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

Reference:
Patent; BASF SE; RHEINHEIMER, Joachim; RATH, Rakesh; KULKARNI, Sarang; ROSENBAUM, Claudia; WIEBE, Christine; BRAHM, Lutz; SIEPE, Isabella; HADEN, Egon; ROEHL, Franz; KHANNA, Smriti; SCHIFFER, Helmut; KREMZOW-GRAW, Doris; POONOTH, Manojkumar; (285 pag.)WO2019/57660; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 6863-73-6, 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. 6863-73-6, name is 3-Chloropyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

2-bromo-1,1-dimethoxyethane (3.7 g, 19.3 mmol) was added to a mixture of 48% hydrobromic acid and water (0.5 mL +5 mL) and refluxed for an hour. The reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer was separated, dried over sodium sulphate, filtered and concentrated to get residue. This residue was dissolved in 1,2-dimethoxyethane, and added into a mixture of 3-chloropyrazin-2-amine (1 g, 7.7 mmol) and 48% Aq. HBr (0.15 mL) and refluxed for 3 h. The reaction mixture was cooled and the darksolid formed was filtered, washed with water and dried to get the titled compound. LC-MS:154.2 [M+H].

The chemical industry reduces the impact on the environment during synthesis 3-Chloropyrazin-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; KOTRABASAIAH UJJINAMATADA, Ravi; PANDIT, Chetan; (152 pag.)WO2016/185342; (2016); 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. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, A new synthetic method of this compound is introduced below., SDS of cas: 109838-85-9

To (R)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine (2 mL, 11.03 mmol) in THF (90 mL) at -78 °C was added n-BuLi (1.6 M in hexanes solution, 7.5 mL, 12 mmol). After stirring for 30 min, l-bromo-3-(bromomethyl)-5-fluorobenzene (2.68 g, 10 mmol) in THF (10 mL) was added dropwise over 30 min. The temperature was maintained at -78 °C for 30 min then allowed to warm to ambient temperature. After stirring for 16 h, saturated aqueous NH4C1 (30 mL) was added followed by dilution with EtOAc and H20. The THF was removed in vacuo and the remaining organics were separated and dried over sodium sulfate. After removal of solvent, thecrude product was purified by silica gel chromatography to provide (2S,5R)-2-(3-bromo-5- fluorobenzyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (3.17 g, 77percent). MS (m/z) 371 [M+H]+

The synthetic route of 109838-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BONDY, Steven, S.; CANNIZZARO, Carina, E.; CHOU, Chien-Hung; HU, Yunfeng, Eric; LINK, John, O.; LIU, Qi; SCHROEDER, Scott, D.; TSE, Winston, C.; ZHANG, Jennifer, R.; WO2014/110296; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 122-05-4, name is Pyrazine-2,5-dicarboxylic acid, 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 122-05-4, Safety of Pyrazine-2,5-dicarboxylic acid

For complex 2, a mixture of Co(NO3)26H2O (30mg,0.1mmol), bimb (20 mg, 0.05mmol) and H2pdc (17mg,0.1mmol) was dissolved in 5mL of DMF, and the mixture wasstirred for 30 min in the air. After the addition of 2mL of water,the mixture was transferred and sealed in a 25mL Teflon-linedreactor and heated to 120 C for 72 h, and thereafter cooled toroom temperature at a rate of 5 C/h. Pink block crystals of 2were obtained in 54% based on Co(NO3)26H2O), water byDMF and dried in the air. Anal. Calcd for 2 (C33H25CoN9O5):C, 57.73; H, 3.67; N, 18.36%; Found: C: 57.23; H: 3.61; N:18.92%. IR (KBr, cm1): 3385(m), 2360(w), 1944(w), 1829(w),1610(m), 1583(m), 1534(m), 1446(m), 1398(w), 1315(w),1186(w), 1142(w), 1109(w), 1051(w), 1014(w), 922(w), 905(w),862(w), 810(w), 779(m), 746(w), 709(w), 670(w), 635(w),592(w), 526(w), 477(w), 426(w).

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; Xu, Su-Peng; Qin, Feng-Ting; Zheng, An-Xiong; Li, Jiang-Tao; Inorganic and Nano-Metal Chemistry; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6705-33-5, name is Pyrazin-2-ylmethanol, 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 6705-33-5, Safety of Pyrazin-2-ylmethanol

Pyrazin-2-ylmethanol (1.5 g) was dissolved in DMA (25 ml) and the solution was cooled to 0C. 60% Sodium hydride dispersion in oil (0.6 g) was added portionwise and the mixture was stirred for 10 minutes at 0C. A solution of 3-chloro-4-fluoronitrobenzene (2.18 g) in DMA (25 ML) was added over 15 minutes and the reaction mixture was allowed to warm to room temperature and stirred for 3 hours. Saturated ammonium chloride (100 ml) was added, and the precipitated solid was filtered off and purified by chromatography eluting with 50% ethyl acetate/iso-hexane. The appropriate fractions were concentrated to give 3-chloro- 4- (2-PYRAZINYLMETHOXY) nitrobenzene as a brown solid (1.25 g, 38%).

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, Pyrazin-2-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/26151; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 153800-11-4, These common heterocyclic compound, 153800-11-4, name is 2-Ethynylpyrazine, 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.

To a solution of 231(100mg, 0.282mmo1) and 10(58.8mg, 0.565mmo1) in 2OmL of Et3N was added Pd(PPh3)2C12 (991mg, 0Oi4mmol) and Cul (538mg, 0O28mmol). The mixture was protected with N2 atmosphere, then was heated at 70C for 4 hours. TLC analysis showedcomplete conversion of starting material to a major product. The reaction mixture was then concentrated in vacua The crude product was purified by Prep-HPLC to give the target product Compound 125(23mg, yield: 24.66%).LCMS: in/z 331 (M+HY?H NMR (400 MHz, CDCI3): d 8.83 (d, J:::: 6.4 Hz, 11:1), 862 (s, 11:1), 854 (s, 1H), 793 (d, J:::2.4 Hz, IH), 7.79-7.75 (m, 2H), 735-733 (m, 2H), 6.79 (d, J= 2.4 Hz, 1H).

The synthetic route of 153800-11-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; JIN, Xiaowei; (176 pag.)WO2017/117708; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 14508-49-7, name is 2-Chloropyrazine, 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. Quality Control of 2-Chloropyrazine

Under nitrogen protection,To a solution of 2,2,6,6-tetramethylpiperidine (72.8 g, 516.3 mmol)In 500 mL of dry THF solution,N-BuLi (346 mL, 553.7 mmol, 1.6 mol / L THF) was slowly added dropwise at -78 &After completion of the reaction, the reaction mixture was warmed to 0 C and the reaction was continued for 20 min.The reaction mixture was then cooled to -78 C,A solution of 2-chloropyrazine (50 g, 436.3 mmol) in THF (100 mL) was added dropwise to the reaction mixture,30min plus finished,The color of the reaction mixture changed from light yellow to dark brown,The reaction was continued for 10 min at -78-0 degC.DMF (84 ml, 1092 mmol)Was dissolved in THF (50 mL) dropwise dropwise into the reaction mixture,Control the reaction system temperature at -70 ~ -78 ,10min plus finished,The reaction was stirred at -78 C for 2 h.To the reaction mixture was then added MeOH (800 mL)To the reaction mixture, NaBH4 (33 g, 868 mmol) was added portionwise,After the addition, the reaction mixture was allowed to rise to room temperature and stirring continued for 2 h,TLC shows the raw material reaction is complete,The reaction solution was quenched with saturated NH4Cl,DCM (1 L x 3) was extracted three times,The organic phase was washed with water,Anhydrous Na2SO4 fully dried,After vacuum evaporation, the residue was purified by silica gel column (PE / EA = 100/1 to 5/1) to give 60 g of the title compound

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

Reference:
Patent; Chengdu Beite Pharmaceutical Co., Ltd.; Chengdu Hai Borui Pharmaceutical Co., Ltd.; Li Yingfu; Huang Haoxi; Liu Guanfeng; Chen Tonghun; Ren Junfeng; Su Zhonghai; (96 pag.)CN106831787; (2017); 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 38557-72-1 as follows. Quality Control of 2-Chloro-3,5-dimethylpyrazine

Step 4: Synthesis of 3,5-Dimethyl-2-(6-phenylnaphthalen-2-yl)pyrazine (abbreviation: Hdm6p2npr)First, into a recovery flask equipped with a reflux pipe were placed 0.24 g of 2-chloro-3,5-dimethylpyrazine, 0.41 g of 6-phenylnaphthalene-2-boronic acid, 0.18 g of sodium carbonate, 0.008 g of bis(triphenylphosphine)palladium(II) dichloride (abbreviation: Pd(PPh3)2Cl2), 10 mL of water, and 10 mL of acetonitrile, and the air in the flask was replaced with argon. This reaction container was irradiated with microwaves (2.45 GHz, 100 W) for 30 minutes, so that heating was performed. Then, the reaction container was cooled to 50 C. or less. Water was added to the reaction solution, and the organic layer was extracted with dichloromethane. The obtained organic layer was washed with water and dried with magnesium sulfate. The solution which had been dried was filtered. The solvent of this solution was distilled, whereby Hdm6p2npr, which is the pyrazine derivative to be produced, was obtained (as a white powder in 82% yield). Note that the microwave irradiation was performed using a microwave synthesis system (Discover, manufactured by CEM Corporation). The synthesis scheme of Step 4 is illustrated in the following (d-4).

According to the analysis of related databases, 38557-72-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; US2011/245495; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem