Category: 19745-07-4

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, Product Details of 19745-07-4

N-ethyl piperidin-4-ol(200 mg1.55 mmol) was added to dry THF (10 mL) and the mixture was cooled to 0oC, then NaH (60percent, 124 mg3.1 mmol) was added slowly. The mixture was stirred at 0oC for 0.5 h and then 2,5-dichloropyrodazine(231 mg1.55 mmol) was added and stirred overnight. The reaction was quenched with iced water and extracted with DCM, the organic layer was washed with brine, dried and concentrated to afford compound 12(330 mg, white solid).LC-MS: 242.1(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:
Article; Fu, Yan; Tang, Shuai; Su, Yi; Lan, Xiaojing; Ye, Yan; Zha, Chuantao; Li, Lei; Cao, Jianhua; Chen, Yi; Jiang, Lei; Huang, Ying; Ding, Jian; Geng, Meiyu; Huang, Min; Wan, Huixin; Bioorganic and Medicinal Chemistry Letters; vol. 27; 23; (2017); p. 5332 – 5336;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 19745-07-4

To a solution of NaH (0.755 g> 18.88 mmol) in THF (55 mL) was added benzyl mercaptan (1.5 mL, 12.68 mmol) at o ¡ãC. The reaction mixture was diluted with THF (20 mL) and stirred at o ¡ãC for 10 minutes. Then a solution of 2,5-dichloropyrazine (1.370 mL, 13.42 mmol) in THF (10 mL) was added dropwise. The reaction mixture was stirred at o ¡ãC for 1 hour, then warmed to room temperature and stirred for 16 hours. The reaction mixture was cooled to o ¡ãC, MeOH (1 mL) was added carefully and stirred for 5 minutes. Water (20 mL), then DCM (150 mL) was added and the biphasic mixture was passed through a phase separator. The organic phase was concentrated in vacuo. The crude product was purified by chromatography on silica gel (40 g column, 0-3percent EtOAc/isohexane) to afford the title compound (2.373 g, 72 percent) as a clear yellow oil. NMR (DMSO-d6) delta 8.68 (d, J = 1.5 Hz, lH), 8.49 (d, J = 1.5 Hz, lH), 7.43 – 7.39 (m, 2H), 7.34 – 7.29 (m, 2H), 7.28 – 7.23 (m, lH), 4.46 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19745-07-4, its application will become more common.

Reference:
Patent; INFLAZOME LIMITED; COOPER, Matthew; MILLER, David; MACLEOD, Angus; VAN WILTENBURG, Jimmy; THOM, Stephen; ST-GALLAY, Stephen; SHANNON, Jonathan; (352 pag.)WO2019/8025; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, 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 19745-07-4 as follows.

3.0 g of 2,5-dichloropyrazine,880 mg of sodium hydride (60percent, oil)And 50 mL of NMP,2.3 g of benzyl alcohol was added under ice cooling.The reaction mixture was allowed to warm to room temperature and stirred at room temperature for 5 hours.Water was added to the resulting reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate,And concentrated under reduced pressure. The obtained residue was subjected to silica gel chromatography,3.1 g of Intermediate 1 represented by the following formula was obtained.Intermediate 1

According to the analysis of related databases, 2,5-Dichloropyrazine, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SAKAMOTO, EMIKO; NISHIMURA, SHINYA; (242 pag.)JP2018/24669; (2018); A;,
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. 19745-07-4, name is 2,5-Dichloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. 19745-07-4

To an NMP (7.5 ml) solution of 1.51 g of 2,5-dichloropyrazine were added 2.00 g of 1-(t-butoxycarbonyl)piperazine and 2.00 g of potassium carbonate, followed by 1 hour of stirring under heating at 100¡ãC. The mixture was cooled to room temperature, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with water and brine and then dried over anhydrous magnesium sulfate, and thereafter, the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform-methanol) to obtain 2.73 g of 2-chloro-5-(4-t-butoxycarbonylpiperazin-1-yl)pyrazine. Using this compound, 2-chloro-5-{4-[6-(3,4-dimethoxyphenyl)pyridine-2-carbonyl]piperazin-1-yl}pyrazine was obtained in a similar manner to Example 14 as colorless crystals.

The synthetic route of 19745-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1396487; (2004); A1;,
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. 19745-07-4, name is 2,5-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., 19745-07-4

Example 23Preparation of N-(2- ( (JS, 2S)-2-\ 1 -(5 -chloropyrimidin-2-yl)piperidin-4-yl] cyclopropyl } ethyl)-5 -( 1 H- 1 ,2,4-triazol- 1 -yl)pyrazin-2-amine,Step 1: 2-cMoro-5-flH–l.,2,4-triazol-1-yl’)pyrazine.2,5-Dichloropyrazine (298mg, 2.0mmol) and 1,2,4-triazole (145mg, 2.1mmol) were added in DMF (1OmL), then cesium carbonate was added and the reaction was at room temperature over night. Water (2OmL) was added, extracted with ethyl acetate (3OmL), second wash with brine (2OmL). The organic phase was dried by magnesium sulfate, filtered, concentrated and purified by column chromatography through a 25 gram Biotage SNAP KP-Sil.(TM). silica gel cartridge eluting with 22percent ethyl acetate/hexanes to give the title compound as a white solid.LRMS calc: 181.58; obs: 182.21(M+1).

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:
Patent; MERCK SHARP & DOHME CORP.; WOOD, Harold, B.; ADAMS, Alan, D.; SZEWCZYK, Jason, W.; ZHANG, Yong; YANG, Meng; WO2011/19538; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, 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. 19745-07-4, name is 2,5-Dichloropyrazine, A new synthetic method of this compound is introduced below.

2-(4-Benzyloxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrazine STR50 Step 1 In accordance with scheme C-I, 30 g (201 mmol) of 2,5-dichloropyrazine and 45.92 g (201 mmol) of 4-benzyloxyphenylboronic acid are coupled analogously to Example 4a to give 2-chloro-5-(4-benzyloxyphenyl)pyrazine.

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:
Patent; Hoechst Aktiengesellschaft; US5512207; (1996); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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

Preparation 10 1-Benzoyl-3-{[(5-chloropyrazin-2-yl)oxy]methyl}azetidine-3-carboxylic acid Sodium hydride (95 mg, 2.38 mmol) was added to anhydrous dimethyl sulphoxide (4 mL) at room temperature and stirred, under a nitrogen atmosphere, for 30 minutes. 1-Benzoyl-3-(hydroxymethyl)azetidine-3-carboxylic acid (255 mg, 1.08 mmol) (Preparation 15) in dimethyl sulphoxide (1 mL) was added drop-wise and the resulting mixture was stirred, at room temperature, for 15 minutes. 2,5-Dichloropyrazine (194 mg, 1.3 mmol) was added and the mixture was stirred, at room temperature, for 3 hours. The reaction mixture was diluted with water (15 mL) and washed with diethyl ether (2*15 mL). The aqueous layer was acidified with aqueous hydrochloric acid (2M, 2 mL) and extracted with dichloromethane (2*15 mL). The combined dichloromethane layers were dried over magnesium sulphate and concentrated. The resulting residue was purified by chromatography on silica gel eluding with ethyl acetate:methanol:acetic acid (95:5:1) to give the title compound, as a colourless gum in 80percent yield, 305 mg. 1H NMR (400 MHz, CDCl3) : 4.32 (m, 2H), 4.54 (d, 1H), 4.75 (m, 3H), 7.4-7.56 (m, 3H), 7.65 (d, 2H), 8.04 (s, 1 H), 8.14 (s, 1H); LRMS APCI m/z 348 [MH]+

The synthetic route of 2,5-Dichloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc; US2008/280877; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

A common compound: 19745-07-4, name is 2,5-Dichloropyrazine, belongs to Pyrazines compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 19745-07-4

Step G: To a solution of (3S)-l-(3,3-dimethylpiperidin-4-yl)-3-(2-fluoro-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one (0.010 g, 0.026 mmol) in DMF (1 mL) was added 2,5-dichloropyrazine (0.0078 g, 0.052 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.018 mL, 0.10 mmol) and the reaction was stirred for 3 hours at 100 ¡ãC. The reaction was cooled, poured into brine and extracted into EtOAc. The organic layer was washed with water and brine, dried over MgS04, filtered and concentrated under vacuum. Reverse phase HPLC purification of the crude material gave (3S)-l-(l-(5-chloropyrazin-2-yl)-3,3- dimethylpiperidin-4-yl)-3-(2-fluoro-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one (0.0023 g, 0.0046 mmol, 18percent yield) as a white solid. XH NMR (CDC13, 400 MHz) delta 1.02 (s, 3H), 1.03 (s, 3H), 1.81 – 1.91 (m 1H), 2.12 – 2.21 (m, 1H), 2.71 – 2.81 (m, 2H), 2.95 – 3.05 (m, 2H), 3.03 (m, 3H), 3.52 (dd, 2H), 3.97 (d, 1H), 4.15 – 4.23 (m, 2H), 4.47 – 4.51 (m, 1H), 5.12 (bs, 1H), 6.80 (t, 1H), 7.55 (d, 1H), 7.61 (d, 1H), 7.90 (s, 1H), 8.05 (s, 1H).

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, 19745-07-4, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; BENCSIK, Josef Roland; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald Jay; PRATT, Scott Alan; SINGH, Ajay; TURNER, Timothy M.; WO2011/146335; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 19745-07-4

A mixture of methyl (R)-3-(3-amino-4-(((1 r,4R)-4-((tert-butyldimethylsilyl)oxy)cyclo hexyl)(isobutyl)amino)phenyl)butanoate (200 mg, 0.42 mmol), 2,5-dichloropyrazine (125 mg, 0.84mmol), Pd2(dba)3 (76 mg, 0.084 mmol), Xantphos (96 mg, 0.168 mmol) and CS2CO3 (273 mg, 0.84 mmol) in toluene (10 mL) was stirred at 100¡ãC under N2 atmosphere overnight. The resulting mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated to give the crude product which was purified by flash chromatography (silica gel, 0-10percent EtOAc in PE) to afford the title compound (170 mg, 68percent yield). LCMS (ESI) m/z calcd for C31 H49CIN4O3S1: 588.33. Found: 589.62/591 .59 (M/M+2)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19745-07-4, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DE LA ROSA, Martha Alicia; KAZMIERSKI, Wieslaw Mieczyslaw; SAMANO, Vicente; (369 pag.)WO2018/116107; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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

A mixture of K2C03 (3.4 g, 0.24 mmol), 2,4-difluoro-3-hexyloxy-5-(2-pyridyl)phenyl boronic acid (2.04 g, 6.1 mmol) and 2,5-dichloropyrazine (719 mg, 2.5 mmol) in a mixture of water (20 ml_), toluene (40 ml_) and ethanol (2 ml_) was deoxygenated by bubbling N2 through the mixture for 20 minutes. Pd(PPh3)4 (250 mg, 0.24 mmol) was then added and the mixture was heated under refluxed for 15 hours. Brine (40 ml_) was added and the phases were separated. The aqueous layer was extracted with ethyl acetate (3 x 20 ml_). The combined organic layers were dried over MgS04, filtered and evaporated to dryness. The product was purified by column chromatography (Si02, Petroleum ether/EtOAc, from 9/1 to 6/4). Colourless solid (630 mg, 38percent). 1 H NMR (400 MHz, CDCI3) delta 9.15 (d, 1 H, J = 2.0 Hz), 8.74 (ddd, 2H, J = 1.2 Hz, J = 5.2 Hz, J = 6.4 Hz), 8.39 (dd, 2H, J = 8.4 Hz), 7.78 (m, 4H), 4.23 (t, 4H, J = 6 Hz), 1.83 (q, 4H, J = 7.2 Hz), 1.34 (m, 4H), 1.36 (m, 8H), 0.90 (t, 6H, J = 7.2 Hz). 13C NMR (100 MHz, CDCI3) delta 152.40, 150.05, 146.85, 144.58, 144.46, 136.63, 125.49, 125.31 , 124.40, 124.32, 122.86, 121.34 (m), 75.57, 31.32, 30.10, 25.46, 22.68, 14.13.

The synthetic route of 2,5-Dichloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF NORTHUMBRIA AT NEWCASTLE; KOZHEVNIKOV, Valery; LANOE, Pierre-Henri; WO2014/23972; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem