Month: June 2021

Related Products of 72788-94-4, 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 72788-94-4 as follows.

To a solution of (5-fluoro-2-methoxypyridin-4-yl) boronic acid (2.60 g, 15.2 mmol) and (5-chloropyrazin-2-yl) methanol (2.00 g, 13.8 mmol) in THF (10 mL) and water (2.0 mL) were added K3PO4 (8.80 g, 41.5 mmol) and PdCl2 (dppf) (1.01 g, 1.38 mmol) under a N2 atmosphere. The reaction mixture was stirred at reflux with a 100 bath for 2 hours. Then the reaction mixture was added to water (10 mL) and extracted with EtOAc (2.0 mL×3) . The combined organic layers were washed with brine (10 mL) , dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo to give a residue, which was purified by preparative TLC (PE/EtOAc 5: 1) to afford (5- (5-fluoro-2-methoxypyridin-4-yl) pyrazin-2-yl) methanol. MS (ESI) m/z: 236.0 [M+H] +.

According to the analysis of related databases, 72788-94-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHOBANIAN, Harry; PLUMMER, Christopher W.; DEMONG, Duane; FANG, Minghai; HU, Bin; (122 pag.)WO2016/19863; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. category: Pyrazines

Example 30 Preparation of 6-bromo-N-(4-(4-(oxetan-3-yl)piperazin-l-yl)phenyl)imidazo[l,2- a]pyrazin-8-amine [0268] To 4-(4-(oxetan-3-yl)piperazin-l-yl)aniline (2.00 g, 8.57 mmoles), hunig’s base (3.29 mL) and 6,8-dibromoimidazo[l,2-a]pyrazine (2.37 g, 8.57 mmoles) was added in dimethylformamide (43 mL). The reaction was stirred at 85C in a pressure tube for overnight. The material was quenched with saturated sodium bicarbonate, extracted with methylene chloride (120 mL x 3), the organic layers were combined and washed with water (120 mL x 3), dried over anhydrous sodium carbonate and concentrated. The crude material was purified using a 120 g Isco column and eluted off using a stepwise gradient of 0-60% (10% methanol / methylene chloride). The desired fractions were combined and concentrated to provide the title compound as a light yellow solid.

The synthetic route of 63744-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD CONNECTICUT, INC.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; HALCOMB, Randall; KROPF, Jeffrey, E.; LEE, Seung, H.; LI, Jiayao; LO, Jennifer, R.; MITCHELL, Scott, A.; SCHMITT, Aaron; WU, Qiaoyin; XIONG, Jin-min; XU, Jianjun; ZHAO, Zhongdong; CHANDRASEKHAR, Jayaraman; LANSDON, Eric; WO2013/188856; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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.

A solution of 2-bromo-5H-pyrrolo[2,3-b]pyrazine (5.00 g, 25.2 mmol, Ark Pharm) in DMF (150 mL) was cooled in an ice bath to about 0 C. and then NaH (60% dispersion in mineral oil, 1.21 g, 30.3 mmol) was added. After about 15 min, 4-tert-butylbenzene-1-sulfonyl chloride (6.46 g, 27.8 mmol) was added. The reaction was maintained between about 0-10 C. for about 2 h. Then, the reaction was diluted with water (200 mL) to give a yellow suspension. The solid was collected by vacuum filtration, while washing with additional water (100 mL), and dried in a vacuum oven at about 70 C. to give 2-bromo-5-(4-tert-butylphenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazine (9.05 g, 91%): LC/MS (Table 2, Method a) Rt=3.05 min; MS m/z: 394/396 (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-5H-pyrrolo[2,3-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; US2009/312338; (2009); 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. 1159811-97-8, name is 6-Bromo-2-methylimidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., name: 6-Bromo-2-methylimidazo[1,2-a]pyrazine

To a well stirred solution of 6-bromo-2-methyl imidazo[1,2-a]pyrazine (3 g, 14.15 mmol) in DMF (15 ml) was added N-lodoosuccinimide (3.82g, 16.98 mmol) and the reaction mixture was allowed to stir at 80C for 12 h under nitrogen. After complete consumption of the SM (Monitored by LCMS) the reaction mixture was diluted with ethyl acetate, washed successively with water and brine, dried over sodium sulphate and evaporated under reduced pressure to get the crude compound, which was purified by column chromatography (100-200 mesh silica gel, eluent; 20% ethyl acetate in hexane) to give the title compound as a yellowish solid [1.5 g, 31% (After two steps)]. LCMS rt 2.89 min MH* 338.1H NMR (400 MHz, DMSO-de) delta 8.74 (s, 1H), 8.49 (s, 1H), 2.44 (s, 3 H).

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; SALVENSIS; GARDNER, John Mark Francis; BELL, Andrew Simon; (78 pag.)WO2018/130853; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 19745-07-4,Some common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.

Step A: 2-chloro-5 -(methylsulfanyl)pyrazine: A stirred solution of 2,5 -dichioropyrazine (1.6 g, 11 mmol) in DMF (15 mL) was treated with sodium thiomethoxide (0.8 g, 12 mmol). After 2h,the solution was diluted with brine and extracted with EtOAc. The organic layer was removed, dried over MgSO4, filtered and concentrated giving rise to an oil. The oil was used crude in next step.

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

Reference:
Patent; MERCK SHARP & DOHME CORP; TANG, Haifeng; PIO, Barbara; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; FERGUSON, Ronald Dale, II; GUO, Zack Zhiqiang; CHOBANIAN, Harry; FRIE, Jessica; GUO, Yan; WU, Zhicai; YU, Yang; WANG, Ming; WO2015/17305; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5424-01-1, These common heterocyclic compound, 5424-01-1, name is 3-Aminopyrazine-2-carboxylic acid, 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 suspension of 3-aminopyrazine-2-carboxylic acid(20 g, 1 eq) in methanol (200 mL) in an ice bath, concentratedH2SO4 (20 mL) was added slowly (dropwise,over at least a 2 h interval). After vigorous stirring for48 h, a black solution was formed and TLC (EA:PE = 1:2,v/v, Rf = 0.22) analysis showed the complete consumptionof compound 1. The reaction mixture was then concentrated.The mixture was adjusted to pH 7-8 by progressivelyadding Na2CO3 (20%, m/m) aqueous solution(100 mL) under ice conditions. The mixture was filtered.The filter residue was collected and dried under reducedpressure to obtain black solid 2 (15.4 g, 70%).Methyl 3-aminopyrazine-2-carboxylate (2)Yield: 70%, black solid. m.p.: 173-175 C (Lit.172-173 C, Caldwell et al. 2012). 1H-NMR (400 MHz,DMSO-d6): d 8.26 (d, J = 2.2 Hz, 1H), 7.90 (d,J = 2.2 Hz, 1H), 7.37-7.32 (m, 2H), 3.84 (s, 3H). 13C NMR (101 MHz, DMSO-d6): d 166.37, 155.78, 147.72,132.40, 123.12, 52.00. MS (EI): m/z = 153.1 (M?). 94.1(M?, -COOCH3).

Statistics shows that 3-Aminopyrazine-2-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 5424-01-1.

Reference:
Article; Liu, Feng-Liang; Li, Cui-Qin; Xiang, Hao-Yue; Feng, Si; Chemical Papers; vol. 71; 11; (2017); p. 2153 – 2158;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 768-05-8, name is Pyrazinoic acid hydrazide, 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 768-05-8, category: Pyrazines

General procedure: 2.3. General procedure for the synthesis of N’-(2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-ylidene)pyrazine-2-carbohydrazide(8-14)The quest for the synthesis of N’-(2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-ylidene)pyrazine-2-carbohydrazide (8-14) wasaccomplished in two steps as outlined in Scheme 1. A mixture of2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one (1-7) (1 mmol),commercially available pyrazine-2-carbohydrazide (PZH)(1.5 mmol) in methanol and chloroform mixture (1:1 v/v), andcatalytic amount of acetic acid (0.1 mL) was added and refluxed for2-3 h. On the completion of reaction, a solid mass was formed.After cooling to room temperature, the precipitate was filtered offand washed with cold mixture of ethanol and water. The crude product was recrystallized from ethanol [16].

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, Pyrazinoic acid hydrazide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mangalam; Sebastian Antony Selvan; Sankar; Journal of Molecular Structure; vol. 1129; (2017); p. 305 – 312;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 33332-28-4, 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 33332-28-4 as follows.

(b) N-(6-chloro-pyrazin-2-yl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide This compound was prepared from butyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate-1,1-dioxide and 2-amino-6-chloro-pyrazine analogous to Example 1. Yield: 58percent of theory. Melting point: 278°-279° C. (decomposition). C14 H11 ClN4 O4 S (366.79): Calc.: C–45.84percent; H–3.03percent; Cl–9.67percent; N–15.28percent; S–8.74percent. Found: C–46.01percent; H–3.01percent; Cl–9.60percent; N–15.51percent; S–8.70percent.

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dr. Karl Thomae Gesellschaft mit beschrankter Haftung; US4533664; (1985); 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. 1286754-14-0, name is Ethyl imidazo[1,2-a]pyrazine-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1286754-14-0

Ethyl imidazo[1,2-a]pyrazine-3-carboxylate 14a (550 mg, 2.76 mmol) was dissolved in 30 mL of methanol, followed by addition of Pd-C (10%, 100 mg), and the reactor was purged with hydrogen for three times. After stirring for 3 hours, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure to obtain ethyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-3-carboxylate 14b (480 mg, yield 87.6%) as a yellow oil. MS m/z (ESI): 196.1 [M+1]

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 1286754-14-0.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Co., Ltd.; TANG, Pengcho; LI, Xin; LI, Xiangqin; CHEN, Yang; WANG, Bin; ZHU, Zhe; EP2604610; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 17231-51-5, The chemical industry reduces the impact on the environment during synthesis 17231-51-5, name is 3-Amino-6-bromopyrazine-2-carbonitrile, I believe this compound will play a more active role in future production and life.

Step A Synthesis of 2-amino-3-cyano-5-[3,5-di(trifluoromethyl)phenyl]pyrazine as an intermediate A stirred solution of 1.6 grams (0.008 mole) of 2-amino-3-cyano-5-bromopyrazine [prepared by the method of Taylor and Ray–JOC, 52, 3997 (1987)], 3.2 grams (0.012 mole) of 3,5-di(trifluoromethyl)phenylboronic acid commercially available or prepared by the method of Thompson and Gaudino–JOC, 49, 5237 (1984)], 4.3 grams (0.031 mole) of potassium carbonate and 0.3 gram of tetrakis(triphenylphosphine)palladium(0) in 150 mL of toluene is heated at 90 C. for about 20 hours. After this time, the reaction mixture is stirred with 100 mL of water, and the organic layer is separated. The organic layer is concentrated under reduced pressure to a residue. The residue is subjected to column chromatography on silica gel. The product-containing fractions are combined and concentrated under reduced pressure, yielding 2-amino-3-cyano-5-[3,5-di(trifluoromethyl)phenyl]pyrazine.

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-Amino-6-bromopyrazine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FMC Corporation; US5521190; (1996); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem