Tag: M.W=100-200

Electric Literature of 55557-52-3, 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. 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

2-cyano-3-chloropyrazine (0.8 g, 5.8 mmol) and Raney-Ni (0.3 g) were added to 10 mL glacial acetic acid, the atmosphere was replaced with hydrogen gas for three times, the mixture was stirred under 3 atmospheric pressure of hydrogen gas at 50 C overnight. The reaction was filtered after the reaction was complete, filtrate was concentrated, the residue was dissolved in ethyl acetate, washed with saturated solution of sodium bicarbonate, dried over anhydrous sodium sulfate, concentrated, and separated by silica gel column to afford 0.5 g of a light yellow oil, yield was 60%. LC-MS(APCI): m/z = 144(M+1)+.

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

Reference:
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; XING, Qingfeng; (51 pag.)EP3492471; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 126069-70-3, 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. 126069-70-3, name is 2-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 800 mg (4.18 mmol) of 2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[l,2-ojpyrazine, 3.36 g of sulfur, and 4 mL of pyridine was stirred at reflux for 3 days and then concentratedto dryness. The residue was triturated with some chloroform to remove impurity and then purified byflash chromatography on silica gel (98:2:0.2 dichloromethane:methanol:concentrated ammoniumhydroxide followed by 97:3:0.3 dichloromethane:methanol:concentrated ammonium hydroxide) to givethe title compound as a yellow-orange solid. LC-MS 222 (M+l).

The chemical industry reduces the impact on the environment during synthesis 2-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2006/23750; (2006); A2;,
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. 19847-12-2, name is Pyrazinecarbonitrile belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 19847-12-2

To 20 mL of methyl alcohol is added sodium (109 mg, 4.74 mmol) with stirring. After disappearance of the solid, 2-pyrazinecarbonitrile (5.0 g, 47.6 mmol) is added. The mixture is stirred at room temperature for 6 h, and ammonium chloride (2.8 g, 52.3 mmol) is added. The mixture is then stirred at room temperature for 18 h. Diethyl ether (50 mL) is added to the reaction mixture, and the precipitates are collected by filtration. The solid was washed with diethyl ether (×2) and dried in vacuum oven to give 2-pyrazinecarboxamidine hydrochloride as a white solid (6.5 g). MS: m/z 123.1 (M+H).

The synthetic route of 19847-12-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2005/75357; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 19745-07-4, name is 2,5-Dichloropyrazine, 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 19745-07-4, Quality Control of 2,5-Dichloropyrazine

A solution of 2,5-dichloropyrazine (217 mg, 1.46 mmol), tert-butyl ((3S,4S)-3- hydroxypiperidin-4-yl)carbamate (300 mg, 1.387 mmol) and K2CO3 (575 mg, 2.25 mmol) in DMSO (2.3 mL) was stirred at 90 °C for 12 h, then at room temperature overnight. The reaction was diluted with water (15 mL) and extracted with DCM (3 x 15 mL). The combined organic extracts was washed with brine (15 mL), dried over anhydrous Na2S04(S), filtered, and concentrated in vacuo. The crude was purified by silica chromatography (0-15percent MeOH/DCM) followed by reverse phase chromatography (0 to 98percent MeCN/water). The fractions containing product were combined, concentrated to remove most ACN, diluted with sat. NaHCCb (15 mL) and extracted with DCM (3 x 15 mL). The combined organic extracts was washed with brine (15 mL) and dried over anhydrous Na2S04(S), filtered, and concentrated in vacuo to afford the title compound (180.7 mg, 40percent yield). MS (apci) m/z = 329.2 (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, 2,5-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 17231-50-4,Some common heterocyclic compound, 17231-50-4, name is 3-Amino-6-chloro-2-pyrazinecarbonitrile, molecular formula is C5H3ClN4, 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 19a (3 g, 20 mmol) in DCM (50 mL) at 0 C was successively added TiCl4(2.2 mL, 20 mmol) and tert-butyl nitrite (7.4 mL, 62 mmol). The reaction mixture was stirred at room temperature for 3 h. When the reaction was completed monitored by TLC, the solvent was evaporated and the residue was treated with water (50 mL) and then extracted with ethyl acetate (2 × 50 mL). The extract was dried over Na2SO4,and concentrated to give 8 as a white solid (2.8 g, yield 81%). 3,6-Dichloropyrazine-2-carbonitrile (8) Yield: 81%, white solid, M.p.: 93-94 C (Lit. 90-91 C,Li 2017). 1H NMR (400 MHz, CDCl3): delta 8.60 (s, 1H). 13CNMR (125 MHz, CDCl3):delta 149.82, 147.65, 147.03, 128.90,112.60. EI-MS m/z: 173 (M+, Cl35,Cl35,100), 175 (M+, Cl35,Cl37,65), 177 (M+, Cl37,Cl37,10).

The synthetic route of 17231-50-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Qi; Xu, Mingshuo; Guo, Shuang; Zhu, Fuqiang; Xie, Yuanchao; Shen, Jingshan; Chemical Papers; vol. 73; 5; (2019); p. 1043 – 1051;,
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. 723286-68-8, name is Ethyl 5,6,7,8-Tetrahydro-1,2,4-triazolo[4,3-a]pyrazine-3-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 723286-68-8

Step 1: ethyl 7-(5-nitropyridin-2-yl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate (C-12) 2-Chloro-5-nitropyridine (0.97 g, 5.5 mmol), ethyl 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate (1.0 g, 5.1 mmol), and diisopropylethylamine (2 mL) were mixed in acetonitrile (5 mL), and heated to 80 C. for one h. The mixture was poured into water, and the precipitate was collected by filtration. The precipitate was washed with water, then by ether, and dried in a vacuum oven overnight to give 1.2 gram of product C-12 (75% yield).

The synthetic route of 723286-68-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ting, Pauline C.; Aslanian, Robert; Caplen, Mary Ann; Cao, Jianhua; Chan, Tin-Yau; Kim, David; Kim, Hyunjin; Kim, Jae-Hun; Kuang, Rongze; Lee, Joe F.; Schwerdt, John; Wu, Heping; Zorn, Nicolas; US2011/224137; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 486460-20-2, name is 3-(Trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine, 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 486460-20-2, category: Pyrazines

3-(Trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine (540 mg, 2.87 mmol, from Step A) was hydrogenated under atmospheric hydrogen with 10% Pd/C (200 mg) as a catalyst in ethanol (10 mL) at ambient temperature for 18 h. Filtration through Celite followed by concentration gave a dark colored oil. Dichloromethane was added to the above oil and the insoluble black precipitate was filtered off. Concentration of the filtrate gave the title compound as an oil (495 mg). 1H NMR (500 MHz, CDCl3) delta 2.21 (br, 1H), 3.29 (t, 2H, J=5.5 Hz), 4.09 (t, 2H, J=5.5 Hz), 4.24 (s, 2H). LC/MS (M+1) 193

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(Trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine, and friends who are interested can also refer to it.

Reference:
Patent; Merck Sharp & Dohme Corp.; Edmondson, Scott D.; Fisher, Michael H.; Kim, Dooseop; Maccoss, Malcolm; Parmee, Emma R.; Weber, Ann E.; Xu, Jinyou; US2015/359793; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 87885-43-6, 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. 87885-43-6, name is 2-Chloro-3-nitropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 1-(3-Nitro-2-pyrazinyl)piperazin-3-one A solution of 2-chloro-3-nitropyrazine (9.1 g, 57 mmol) in chloroform (100 ml) was added dropwise over 45 minutes to a cooled solution of piperazine-2-one (5.71 g, 57 mmol) and triethylamine (8.0 ml, 57 mmol) in isopropanol (120 ml). After addition was complete, the reaction mixture was allowed to warm to 20-25 and was stirred at this temperature for 20 hours. The precipitate was removed by filtration and recrystallized from methanol-ethyl acetate-hexane to give 6.96 g (54.7%) of product, m.p. 178-179.

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

Reference:
Patent; Merck & Co., Inc.; US4619927; (1986); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, 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. HPLC of Formula: C6H2N2O3

General procedure: Pyrazine-2,3-dicarboxylic anhydride (1.0 g, 6.7 mmol) was dissolved in tetrahydrofuran (40 mL)in an Erlenmeyer flask and the corresponding substituted aniline (6.7 mmol, 1 equiv.) was added in one dose. The reaction mixture was stirred for 1 hour at laboratory temperature. Water (30 mL) was added into the mixture followed by the saturated aqueous solution of NaHCO3 until pH 6 to form thecorresponding 3-(phenylcarbamoyl)pyrazine-2-carboxylic acid 1-18. Obtained crystals were filtered off and washed with water. The progress of the procedure was monitored by TLC eluted with thesystem water/butanol/acetic acid 5:4:1.

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

Reference:
Article; Semelkova, Lucia; Jano?cova, Petra; Fernandes, Carlos; Bouz, Ghada; Jand?Ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 22; 9; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 27825-21-4, 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. 27825-21-4, name is Methyl 3-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Methyl 3-chloropyrazine-2-carboxylate (504 mg, 2.9 mmol, 1 eq.), O-benzylhydroxylamine (1073 mg, 8.72 mmol, 3 eq.), Dimethyl sulfoxide (3 mL) and N,N-diisopropylethylamine (1.44 mL, 8.72 mmol, 3 eq.) were added to a microwave reaction tube, and microwave reaction was performed at 100 C for one hour. After the reaction, the reaction solution was transferred to a separating funnel, 30 mL of ethyl acetate and 30 mL of a saturated sodium chloride solution were added, the organic phase was separated, and the aqueous layer was extracted twice with ethyl acetate. The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated and sampled with 100-200 mesh silica gel. After purification by 200-300 mesh silica gel column chromatography (eluent EA: PE = 1: 4), crude intermediate 2 was obtained. The crude product was recrystallized from petroleum ether / n-hexane to obtain intermediate 3-((benzyloxy)amino)pyrazine-2-carboxylic acid methyl ester (2, yield: 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, Methyl 3-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong University; Liu Xinyong; Sun Lin; Zhan Peng; Gao Ping; Cheng Xiqiang; Li Yanqi; Wang Xueshun; (24 pag.)CN108299428; (2019); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem